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Finerenone
Tier C — Watch / tradeFinerenone · all drugs expiring in 2030 →
Bayer
Originator
2021
First approval
2030
Expiry (public)
$0.94B ▲
Peak sales
Small molecule
Type
Targets：MR
Brand：Kerendia, Firialta, KERENDIA
Indications (approved)：Systolic heart failure, Diastolic heart failure, Heart failure, Chronic renal impairment, Diabetic nephropathy, Type 2 diabetes, Myocardial infarction, Sudden cardiac death
Regional status
US
Approved
2021-07-09
EU
Approved
2022-02-16
China
Approved
2022-06-28
Japan
Approved
2022-03-28
Factories producing this API3
Factories registered as producing this API in our sourcing network (RFQ records + product master), sorted by RFQ activity; the snapshot carries no cost or customer data.
3 producing factories on file — sign in to view the named list (factory details are not shown to guests).
Sign in to view factories →Synthetic routes & intermediates35 routes
Originator routes × 1Optimised (non-patent) × 34Process routes × 0
Routes are ordered originator first, then optimised / process (non-patent) routes; each lists steps, overall yield and the intermediate table (code / CAS / name) — ready for supplier sourcing and RFQ. Rendered by this site from structured data; no third-party route graphics used.
OriginatorRoute 1Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| FINE-001 | 959934-76-0Available | tert-butyl (E)-3-(4-cyano-2-methoxyphenyl)acrylate |
| FINE-002 | 21962-45-8Available | 4-formyl-3-methoxybenzonitrile |
| FINE-003 | 65193-87-5Available | 2-cyanoethyl 3-oxobutanoate |
| FINE-004 | 1050477-39-8Available | 2-cyanoethyl (Z)-2-(4-cyano-2-methoxybenzylidene)-3-oxobutanoate |
| FINE-005 | 95306-64-2Available | 4-amino-5-methylpyridin-2(1H)-one |
| FINE-006 | 1050477-43-4Available | 2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| FINE-007 | 1050477-44-5Available | 2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| FINE-008 | 1050477-45-6Available | 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| FINE-009 | 1050477-27-4Available | 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 2Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)90859-10-a | 18368-64-4Available | 2-Chloro-5-methylpyridine |
| (II)90859-10-a | 20173-49-3Available | 2-Chloro-5-methyl-1-oxidopyridin-1-ium |
| (III)90859-10-a | 60323-96-8Available | 2-Chloro-5-methyl-4-nitro-1-oxidopyridin-1-ium |
| (IV)90859-10-a | 79055-62-2Available | 2-Chloro-5-methylpyridin-4-amine |
| (V)90859-10-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VI)90859-10-a | 1663-67-8Available | 1,3-Dichloro-1,3-propanedione |
| (VII)90859-10-a | 107-12-0Available | Ethyl cyanide |
| (VIII)90859-10-a | 95306-65-3Available | 6-Chloro-5-methylpyridine-2,4-diol hydrogen chloride (1/1) |
| (IX)90859-10-a | 41935-71-1Available | 2,4-Dihydroxy-5-methylpyridine |
| (X)90859-10-a | 1260663-96-4Available | 2-Methoxy-5-methylpyridin-4-amine |
OptimisedRoute 3Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-1-a | 5394-63-8Available | 2,2-Dimethyl-6-methyl-1,3-dioxin-4-one |
| (II)638294-1-a | 109-78-4Available | 1-Cyano-2-hydroxyethane |
| (III)638294-1-a | 65193-87-5Available | 2-Cyanoethyl 3-oxobutanoate |
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (V)638294-1-a | 1870824-80-8Available | 2-Cyanoethyl (2Z)-2-[(4-cyano-2-methoxyphenyl)methylene]-3-oxobutanoate |
| (VI)638294-1-a,(VI)638294-1-e | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VII)638294-1-a | 1050477-43-4Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIIIa)638294-1-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIIb)638294-1-a,(VIIIb)638294-1-e | 78-39-7Available | 1,1,1-Triethoxyethane |
| (IX)638294-1-a | 1050477-44-5Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-1-a,(X)638294-1-e | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XI)638294-1-a | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (XII)638294-1-a | 2084136-51-4Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 4Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (XIII)638294-1-b | 121-33-5Available | 4-Formyl-2-methoxyphenol |
| (XIV)638294-1-b | 4421-08-3Available | 4-Cyano-2-methoxyphenol |
| (XV)638294-1-b | 652997-57-4Available | 4-Cyano-2-methoxyphenyl trifluoromethanesulfonate |
| (XVI)638294-1-b | 1663-39-4Available | 1,1-Dimethylethyl 2-propenoate |
| (XVII)638294-1-b | - | tert-Butyl (2Z)-3-(4-cyano-2-methoxyphenyl)acrylate |
| (XVIII)638294-1-b | 72135-36-5Available | 4-Bromo-2-methoxybenzoic acid |
| (XIX)638294-1-b | 139102-34-4Available | 2-Methoxy-4-bromobenzoic acid methyl ester |
| (XX)638294-1-b | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
OptimisedRoute 5Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (XXIV)638294-1-c,(XXIV)638294-1-d | 3556-60-3Available | 3-Methoxy-4-methylbenzonitrile |
| (XXV)638294-1-c | 914106-35-7Available | 4-(Dibromomethyl)-3-methoxybenzonitrile |
| (XXVI)638294-1-c | 104436-60-4Available | 4-(Bromomethyl)-3-methoxybenzonitrile |
| (XXVII)638294-1-c | - | 1-[(4-Cyano-2-methoxyphenyl)methyl]-1,3,5,7-tetraazatricyclo[3.3.1.1(3,7)]decan-1-ium bromide |
| (XXI)638294-1-c | 7151-68-0Available | 3-Methoxy-4-methylbenzoic acid |
| (XXII)638294-1-c | 87808-44-4Available | 3-Methoxy-4-methylbenzoyl chloride |
| (XXIII)638294-1-c | 1017082-75-5Available | 3-Methoxy-4-methylbenzamide |
OptimisedRoute 6Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (XXIV)638294-1-c,(XXIV)638294-1-d | 3556-60-3Available | 3-Methoxy-4-methylbenzonitrile |
| (XXVIII)638294-1-d | 99-06-9Available | 3-Carboxyphenol |
| (XXIX)638294-1-d | 618-49-5Available | 3-Hydroxybenzamide |
| (XXX)638294-1-d | 873-62-1Available | 3-Cyanophenol |
| (XXXI)638294-1-d | 50-00-0Available | Formaldehyde |
| (XXXII)638294-1-d | 84102-89-6Available | 4-Cyano-2-hydroxybenzaldehyde |
| (XXXIII)638294-1-d | 77-78-1Available | Dimethoxysulfone |
| (XXXIV)638294-1-d | 74-88-4Available | Iodomethane |
| (XXXV)638294-1-d | 170572-49-3Available | 2-Fluoro-4-cyanotoluene |
| (XXXVI)638294-1-d | 67-56-1Available | Hydroxymethane |
| (XXXVII)638294-1-d | 176961-57-2Available | 4-Bromo-3-methoxybenzamide |
| (XXXVIII)638294-1-d,(XXXVIII)638294-1-e | 120315-65-3Available | 2-Methoxy-4-cyanobromobenzene |
OptimisedRoute 7Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IV)638294-1-a,(IV)638294-1-b,(IV)638294-1-c,(IV)638294-1-d,(IV)638294-1-e | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (VI)638294-1-a,(VI)638294-1-e | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VIIIb)638294-1-a,(VIIIb)638294-1-e | 78-39-7Available | 1,1,1-Triethoxyethane |
| (X)638294-1-a,(X)638294-1-e | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XL)638294-1-e | 3092281-06-3Available | 2,8-Dimethyl-5-oxo-5,6-dihydro-1,6-naphthyridine-3-carbonitrile |
| (XLI)638294-1-e | - | 4-(4-Cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carbonitrile |
| (XLII)638294-1-e | 2469-99-0Available | 1-Cyano-2-propanone |
| (XLIII)638294-1-e | - | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carbonitrile |
| (XXXIX)638294-1-e | 22163-77-5Available | 2-Methylidene-3-oxobutanenitrile |
| (XXXVIII)638294-1-d,(XXXVIII)638294-1-e | 120315-65-3Available | 2-Methoxy-4-cyanobromobenzene |
OptimisedRoute 8Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-2-a | 1666-28-0Available | 4-Bromo-2-hydroxybenzoic acid |
| (II)638294-2-a | 139102-34-4Available | 2-Methoxy-4-bromobenzoic acid methyl ester |
| (III)638294-2-a | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (IV)638294-2-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (V)638294-2-a | 5977-14-0Available | 3-Oxobutanamide |
| (VI)638294-2-a | 2087452-79-5Available | (2E)-2-[(4-Cyano-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (VII)638294-2-a | 2087452-80-8Available | (2Z)-2-[(4-Cyano-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (VIII)638294-2-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (IX)638294-2-a | 2087452-81-9Available | 4-(4-Cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxamide |
| (X)638294-2-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (XI)638294-2-a | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (XII)638294-2-a | 41935-71-1Available | 2,4-Dihydroxy-5-methylpyridine |
| (XIII)638294-2-a | 100-46-9Available | 1-Phenylmethylamine |
| (XIV)638294-2-a | 61190-99-6Available | 4-(Benzylamino)-5-methylpyridin-2(1H)-one |
OptimisedRoute 9Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-3-a,(I)638294-3-b | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (II)638294-3-a | 75-03-6Available | 1-Iodoethane |
| (III)638294-3-a | 1545905-35-8Available | 2-Ethoxy-5-methylpyridin-4-amine |
| (IV)638294-3-a | 2569527-38-2Available | N-(2-Ethoxy-5-methylpyridin-4-yl)-2,2-dimethylpropanamide |
| (V)638294-3-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (VI)638294-3-a | 2569527-39-3Available | N-[3-[(4-Cyano-2-methoxyphenyl)(hydroxy)methyl]-2-ethoxy-5-methylpyridin-4-yl]-2,2-dimethylpropanamide |
| (VII)638294-3-a | 2569527-40-6Available | 4-[(4-Amino-2-ethoxy-5-methylpyridin-3-yl)(hydroxy)methyl]-3-methoxybenzonitrile |
| (VIII)638294-3-a | 5977-14-0Available | 3-Oxobutanamide |
| (IX)638294-3-a,(IX)638294-3-b | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (X)638294-3-a | 2084136-51-4Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,6-naphthyridine-3-carboxamide |
| (A)638294-3-a | - | (aS)-10,16-Di(anthracen-9-yl)-13-hydroxy-12,14-dioxa-13lambda5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene 13-oxide |
OptimisedRoute 10Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-3-a,(I)638294-3-b | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (IX)638294-3-a,(IX)638294-3-b | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (XI)638294-3-b | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (XII)638294-3-b | 2469-99-0Available | 1-Cyano-2-propanone |
| (XIII)638294-3-b | - | 4-(4-Bromo-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carbonitrile |
| (XIV)638294-3-b | 122-51-0Available | (Diethoxymethoxy)ethane |
| (XV)638294-3-b | - | 4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carbonitrile |
| (XVI)638294-3-b | - | 4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 11Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-4-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (II)638294-4-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (III)638294-4-a | 105-53-3Available | Carbethoxyacetic ester |
| (IV)638294-4-a | 2764833-06-7Available | Ethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (V)638294-4-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VI)638294-4-a | 2764833-07-8Available | Ethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-4-a | 2764833-08-9Available | 4-(5-Ethoxy-3-formyl-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl)-3-methoxybenzonitrile |
| (VIII)638294-4-a | 2764833-09-0Available | Ethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (A)638294-4-a | 2135478-70-3Available | (5aR,10bS)-2-(2,6-Dimethoxyphenyl)-6,10b-dihydro-4H,5aH-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2-ium tetrafluoridoborate(1-) |
OptimisedRoute 12Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-5-a | 5394-63-8Available | 2,2-Dimethyl-6-methyl-1,3-dioxin-4-one |
| (IIa)638294-5-a | 61312-32-1Available | (4-Methylphenyl)methyl 3-oxobutanoate |
| (IIb)638294-5-a | 5396-89-4Available | 3-Oxobutyric acid benzyl ester |
| (IIc)638294-5-a | 1694-31-1Available | 1,1-Dimethylethyl 3-oxobutanoate |
| (IId)638294-5-a | 2974322-13-7Available | Bicyclo[2.2.1]hept-5-en-2-yl 3-oxobutanoate |
| (IIe)638294-5-a | 174654-67-2Available | 2-(4-Nitrophenyl)ethyl 3-oxobutanoate |
| (III)638294-5-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IVa)638294-5-a | - | (4-Methylphenyl)methyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IVb)638294-5-a | - | 2-[(4-Cyano-2-methoxyphenyl)methylene]-3-oxobutanoic acid phenylmethyl ester |
| (IVc)638294-5-a | - | tert-Butyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IVd)638294-5-a | - | Bicyclo[2.2.1]hept-5-en-2-yl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IVe)638294-5-a | - | 2-(4-Nitrophenyl)ethyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (V)638294-5-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VIa)638294-5-a | - | (4-Methylphenyl)methyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIb)638294-5-a | 2389020-00-0Available | Benzyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIc)638294-5-a | - | tert-Butyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VId)638294-5-a | - | Bicyclo[2.2.1]hept-5-en-2-yl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIe)638294-5-a | - | 2-(4-Nitrophenyl)ethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIIa)638294-5-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIb)638294-5-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (VIIIa)638294-5-a | - | (4-Methylphenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIb)638294-5-a,(VIIIb)638294-5-b | - | Benzyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIc)638294-5-a | - | tert-Butyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIId)638294-5-a,(VIIId)638294-5-b | - | 2-(4-Nitrophenyl)ethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXa)638294-5-a | - | (4-Methylphenyl)methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXb)638294-5-a | - | Benzyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXc)638294-5-a | - | tert-Butyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXd)638294-5-a | - | Bicyclo[2.2.1]hept-5-en-2-yl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXe)638294-5-a | - | 2-(4-Nitrophenyl)ethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-5-a,(X)638294-5-b | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XIa)638294-5-a | - | Benzyl (4S)-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (XIb)638294-5-a | - | Bicyclo[2.2.1]hept-5-en-2-yl (4S)-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 13Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (VIIIb)638294-5-a,(VIIIb)638294-5-b | - | Benzyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIId)638294-5-a,(VIIId)638294-5-b | - | 2-(4-Nitrophenyl)ethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-5-a,(X)638294-5-b | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XII)638294-5-b | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XIII)638294-5-b | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 14Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-6-a | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (II)638294-6-a | 65193-87-5Available | 2-Cyanoethyl 3-oxobutanoate |
| (III)638294-6-a | - | 2-Cyanoethyl (2Z)-2-[(4-bromo-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-6-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-6-a | - | 2-Cyanoethyl 4-(4-bromo-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-6-a | - | 2-Cyanoethyl (4S)-4-(4-bromo-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-6-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIII)638294-6-a | - | 2-Cyanoethyl (4S)-4-(4-bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IX)638294-6-a | - | (4S)-4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (X)638294-6-a | - | (4S)-4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 15Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-7-a | 5977-14-0Available | 3-Oxobutanamide |
| (II)638294-7-a | - | N-Boc-acetoacetamide |
| (III)638294-7-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IV)638294-7-a | - | N-Boc-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (V)638294-7-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VI)638294-7-a | - | tert-Butyl [4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carbonyl]carbamate |
| (VII)638294-7-a | 110-71-4Available | 1,2-Dimethoxyethane |
| (VIII)638294-7-a | - | (±)-tert-Butyl [4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carbonyl]carbamate |
| (IX)638294-7-a | - | tert-Butyl [(4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carbonyl]carbamate |
OptimisedRoute 16Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-8-a | 1050477-43-4Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (II)638294-8-a | - | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (III)638294-8-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (IV)638294-8-a | 2640574-73-6Available | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (V)638294-8-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (VI)638294-8-a | 1050477-44-5Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-8-a | - | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 17Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-9-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (II)638294-9-a | 58547-15-2Available | 2,2,2-Trichloroethyl 3-oxobutanoate |
| (III)638294-9-a | - | 2,2,2-Trichloroethyl (2Z)-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-9-a | - | 2,2,2-Trichloroethyl (2E)-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (V)638294-9-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VI)638294-9-a | - | 2,2,2-Trichloroethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-9-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIII)638294-9-a | - | 2,2,2-Trichloroethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IX)638294-9-a | - | 2,2,2-Trichloroethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-9-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 18Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-10-a | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (II)638294-10-a,(II)638294-10-b | 105-45-3Available | 1-Methoxybutane-1,3-dione |
| (III)638294-10-a | - | Methyl (2Z)-2-[(4-bromo-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-10-a,(IV)638294-10-b | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-10-a | - | Methyl 4-(4-bromo-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-10-a,(VI)638294-10-b | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VII)638294-10-a | - | Methyl 4-(4-bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIII)638294-10-a | - | Methyl (4S)-4-(4-bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IX)638294-10-a,(IX)638294-10-b | - | Methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-10-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 19Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (II)638294-10-a,(II)638294-10-b | 105-45-3Available | 1-Methoxybutane-1,3-dione |
| (IV)638294-10-a,(IV)638294-10-b | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VI)638294-10-a,(VI)638294-10-b | 122-51-0Available | (Diethoxymethoxy)ethane |
| (IX)638294-10-a,(IX)638294-10-b | - | Methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XI)638294-10-b | 105942-10-7Available | 3-Fluoro-4-formylbenzonitrile |
| (XII)638294-10-b | - | Methyl 2-[(4-cyano-2-fluorophenyl)methylidene]-3-oxobutanoate |
| (XIII)638294-10-b | - | Methyl 4-(4-cyano-2-fluorophenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XIV)638294-10-b | - | Methyl 4-(4-cyano-2-fluorophenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XV)638294-10-b | - | Methyl (4S)-4-(4-cyano-2-fluorophenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XVI)638294-10-b | 124-41-4Available | Natrium methoxide |
OptimisedRoute 20Steps 8 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-11-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (II)638294-11-a | 22502-03-0Available | 2-Methoxyethyl 3-oxobutanoate |
| (III)638294-11-a | - | 2-Methoxyethyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-11-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-11-a | - | 2-Methoxyethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-11-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VII)638294-11-a | - | 2-Methoxyethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIII)638294-11-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (IX)638294-11-a | - | 4-[5-Ethoxy-3-(1H-imidazole-1-carbonyl)-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (X)638294-11-a | - | (2S,3S)-2,3-Bis[(4-methylbenzoyl)oxy]butanedioic acid (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid (1/1) |
| (XIa)638294-11-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (XIb)638294-11-a | - | (2S,3S)-2,3-Bis(benzoyloxy)butanedioic acid (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 21Steps 8 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-12-a | 56-45-1Available | (S)-2-Amino-3-hydroxypropanoic acid |
| (II)638294-12-a | 26348-61-8Available | (S)-Ethyl 2-amino-3-hydroxypropanoate hydrochloride |
| (III)638294-12-a | 70930-18-6Available | (S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate |
| (IV)638294-12-a | 5394-63-8Available | 2,2-Dimethyl-6-methyl-1,3-dioxin-4-one |
| (V)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl 3-oxobutanoate |
| (VI)638294-12-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (VII)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (VIII)638294-12-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (IX)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-12-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (XI)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XII)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,6-naphthyridine-3-carboxylate |
| (XIII)638294-12-a | - | (2S)-2-[(tert-Butoxycarbonyl)amino]-3-ethoxy-3-oxopropyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 22Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-13-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IIa)638294-13-a | 51719-12-1Available | N-(4-Methoxybenzyl)acetoacetamide |
| (IIb)638294-13-a | 882-36-0Available | 3-Oxo-N-(phenylmethyl)butanamide |
| (IIIa)638294-13-a | - | 2-[(4-Cyano-2-methoxyphenyl)methylidene]-N-[(4-methoxyphenyl)methyl]-3-oxobutanamide |
| (IIIb)638294-13-a | - | N-Benzyl-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (IV)638294-13-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (Va)638294-13-a | - | 4-(4-Cyano-2-methoxyphenyl)-N-[(4-methoxyphenyl)methyl]-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxamide |
| (Vb)638294-13-a | - | N-Benzyl-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxamide |
| (VI)638294-13-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIa)638294-13-a | - | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-N-[(4-methoxyphenyl)methyl]-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (VIIb)638294-13-a | - | N-Benzyl-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (VIII)638294-13-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (IX)638294-13-a | 100-46-9Available | 1-Phenylmethylamine |
| (Xa)638294-13-a | - | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-N-[(4-methoxyphenyl)methyl]-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (Xb)638294-13-a | - | (4S)-N-Benzyl-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 23Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-14-a | 43192-33-2Available | 4-Bromo-2-methoxybenzaldehyde |
| (II)638294-14-a | 5977-14-0Available | 3-Oxobutanamide |
| (III)638294-14-a | - | (2Z)-2-[(4-Bromo-2-methoxyphenyl)methylidene]-3-oxobutanamide |
| (IV)638294-14-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-14-a | - | 4-(4-Bromo-2-methoxyphenyl)-2,5-dihydroxy-2,8-dimethyl-1,2,3,4-tetrahydro-1,6-naphthyridine-3-carboxamide |
| (VI)638294-14-a | - | 4-(4-Bromo-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (VII)638294-14-a | 75-03-6Available | 1-Iodoethane |
| (VIII)638294-14-a | - | 4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (IX)638294-14-a | - | (4S)-4-(4-Bromo-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 24Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-15-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (II)638294-15-a | 29816-98-6Available | 2,2,2-Trifluoroethyl 3-oxobutanoate |
| (III)638294-15-a | - | 2,2,2-Trifluoroethyl 2-[(4-cyano-2-methoxyphenyl)methylene]-3-oxo-butanoate |
| (IV)638294-15-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-15-a | - | 2,2,2-Trifluoroethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-15-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VII)638294-15-a | - | 2,2,2-Trifluoroethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIII)638294-15-a | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 25Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-16-a | 165336-55-0Available | 1-[(4S)-4-Benzyl-2-oxo-1,3-oxazolidin-3-yl]butane-1,3-dione |
| (II)638294-16-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (III)638294-16-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (IV)638294-16-a | - | 4-[(4S)-3-[(4S)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (Va)638294-16-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (Vb)638294-16-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (VI)638294-16-a | - | 4-[(4S)-3-[(4S)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (VII)638294-16-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 26Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-17-a | 65193-87-5Available | 2-Cyanoethyl 3-oxobutanoate |
| (II)638294-17-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (III)638294-17-a | 1870824-80-8Available | 2-Cyanoethyl (2Z)-2-[(4-cyano-2-methoxyphenyl)methylene]-3-oxobutanoate |
| (IV)638294-17-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (V)638294-17-a | 1050477-43-4Available | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-17-a | - | 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,6-naphthyridine-3-carboxylate |
| (VII)638294-17-a | - | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VIIIa)638294-17-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIIb)638294-17-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (IX)638294-17-a,(IX)638294-17-b | 2640574-73-6Available | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 27Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (IX)638294-17-a,(IX)638294-17-b | 2640574-73-6Available | 2-Cyanoethyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (X)638294-17-b | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 28Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-18-a | 5394-63-8Available | 2,2-Dimethyl-6-methyl-1,3-dioxin-4-one |
| (IIa)638294-18-a | 61312-84-3Available | (4-Nitrophenyl)methyl 3-oxobutanoate |
| (IIb)638294-18-a | 61312-35-4Available | (4-Methoxyphenyl)methyl 3-oxobutanoate |
| (III)638294-18-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IVa)638294-18-a | - | (4-Nitrophenyl)methyl (2E)-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IVb)638294-18-a | - | (4-Methoxyphenyl)methyl (2E)-2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (V)638294-18-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VIa)638294-18-a | - | (4-Nitrophenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIb)638294-18-a | - | (4-Methoxyphenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VII)638294-18-a | - | (4-Nitrophenyl)methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIa)638294-18-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (VIIIb)638294-18-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (IXa)638294-18-a | - | (4-Nitrophenyl)methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IXb)638294-18-a | - | (4-Methoxyphenyl)methyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (Xa)638294-18-a | - | (4-Nitrophenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (Xb)638294-18-a | - | (4-Methoxyphenyl)methyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (XI)638294-18-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 29Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-19-a | 1050477-27-4Available | (±)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (II)638294-19-a | 5470-11-1Available | Amino alcohol hydrochloride |
| (III)638294-19-a | - | 5-Ethoxy-4-[4-[(hydroxyimino)methyl]-2-methoxyphenyl]-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (IV)638294-19-a | - | (4S)-5-Ethoxy-4-[4-[(hydroxyimino)methyl]-2-methoxyphenyl]-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 30Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-20-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (II)638294-20-a | - | 4-[5-Ethoxy-3-(1H-imidazole-1-carbonyl)-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (III)638294-20-a | - | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-N-[(1S)-1-phenylethyl]-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
| (IV)638294-20-a | - | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-N-[(1S)-1-phenylethyl]-1,4-dihydro-1,6-naphthyridine-3-carboxamide |
OptimisedRoute 31Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-21-a | 102029-44-7Available | (R)-4-(Phenylmethyl)-2-oxazolidinone |
| (II)638294-21-a | 674-82-8Available | 3-Hydroxy 3-butenoic acid beta-lactone |
| (III)638294-21-a | - | 1-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidin-3-yl]butane-1,3-dione |
| (IV)638294-21-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (V)638294-21-a | - | 4-[2-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-3-oxobut-1-en-1-yl]-3-methoxybenzonitrile |
| (VI)638294-21-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (VII)638294-21-a | - | 4-[3-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (VIII)638294-21-a | - | 4-[(4S)-3-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
| (IX)638294-21-a | 78-39-7Available | 1,1,1-Triethoxyethane |
| (X)638294-21-a | - | 4-[(4S)-3-[(4R)-4-Benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-4-yl]-3-methoxybenzonitrile |
OptimisedRoute 32Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-22-a | 21962-45-8Available | 2-Methoxy-4-cyanobenzaldehyde |
| (IIa)638294-22-a | - | 3-Ethoxy-3-oxopropyl 3-oxobutanoate |
| (IIb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl 3-oxobutanoate |
| (IIc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl 3-oxobutanoate |
| (IIIa)638294-22-a | - | 3-Ethoxy-3-oxopropyl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IIIb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IIIc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl 2-[(4-cyano-2-methoxyphenyl)methylidene]-3-oxobutanoate |
| (IV)638294-22-a | 95306-64-2Available | 4-Amino-5-methylpyridin-2(1H)-one |
| (Va)638294-22-a | - | 3-Ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (Vb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (Vc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate |
| (VI)638294-22-a | 122-51-0Available | (Diethoxymethoxy)ethane |
| (VIIa)638294-22-a | - | 3-Ethoxy-3-oxopropyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIa)638294-22-a | - | 3-Ethoxy-3-oxopropyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIb)638294-22-a | - | 4-Ethoxy-4-oxobutan-2-yl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (VIIIc)638294-22-a | - | (2R)-4-Ethoxy-4-oxobutan-2-yl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (IX)638294-22-a | 2640506-74-5Available | (4S)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
OptimisedRoute 33Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-23-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (II)638294-23-a | - | 2,5-Dioxopyrrolidin-1-yl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (III)638294-23-a | - | 2,5-Dioxopyrrolidin-1-yl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
OptimisedRoute 34Steps 1 · Total yield /
OptimisedRoute 35Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)638294-24-a | 1050477-45-6Available | 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid |
| (II)638294-24-a | - | Pentafluorophenyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
| (III)638294-24-a | - | Pentafluorophenyl (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate |
Frequently asked questions
What are the approved indications of Finerenone?
Approved indications include: Systolic heart failure, Diastolic heart failure, Heart failure, Chronic renal impairment, Diabetic nephropathy, Type 2 diabetes, Myocardial infarction, Sudden cardiac death.
When does the Finerenone patent expire?
Based on public sources, the Finerenone patent expires in 2030.
How many synthesis routes are recorded for Finerenone?
35 synthesis routes are recorded; the shortest is 1 steps with / total yield. Intermediates in each route carry codes and CAS numbers.
Where can I buy Finerenone intermediates?
96 intermediate CAS of Finerenone are available through the Unibest supply network — see the route tables on this page and request a quote per CAS.
How do I get a quote for Finerenone intermediates?
Open the CAS profile of the target intermediate from this page, or submit an RFQ directly — the CAS enters the matching flow automatically and the supply network responds with quotes.
Source: cross-verified data (structured fields only) · 2026-09-29