CAS 1003-09-4

2-bromothiophene2-Bromothiophene

Codes: CANA-009, ACLI-002, Ticlopidine-017

Application context (from source-drug indications)

End-stage renal diseaseCanagliflozin/Metformin HydrochlorideCardiac and vascular disordersCanagliflozin/Metformin HydrochlorideAbdominal aortic aneurysmCanagliflozin/Metformin HydrochlorideType 2 diabetesCanagliflozin/Metformin HydrochlorideChronic obstructive pulmonary diseaseAclidinium Bromide/Formoterol Fumarate DihydrateArterial occlusive diseaseTiclopidine Hydrochloride/Ginkgo Biloba Leaf Dried ExtractCerebrovascular diseaseTiclopidine Hydrochloride/Ginkgo Biloba Leaf Dried ExtractEmbolism and thrombosisTiclopidine Hydrochloride/Ginkgo Biloba Leaf Dried ExtractCarotid artery stenosisTiclopidine Hydrochloride/Ginkgo Biloba Leaf Dried ExtractType 2 diabetesCanagliflozin HemihydrateDiabetic nephropathyCanagliflozin HemihydrateCoronary artery lesionCanagliflozin HemihydrateDiabetesCanagliflozin HemihydrateHeart failureCanagliflozin HemihydrateEnd-stage renal diseaseCanagliflozin HemihydrateChronic obstructive pulmonary diseaseAclidinium BromideThromboembolismTiclopidine HydrochlorideArterial occlusive diseaseTiclopidine HydrochlorideTransient ischaemic attackTiclopidine HydrochlorideIntracranial vasospasmTiclopidine HydrochlorideCerebrovascular diseaseTiclopidine HydrochlorideSubarachnoid haemorrhageTiclopidine Hydrochloride

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Canagliflozin/Metformin Hydrochloride	Tier B — Position early	2029
Aclidinium Bromide/Formoterol Fumarate Dihydrate	Tier C — Watch / trade	-
Ticlopidine Hydrochloride/Ginkgo Biloba Leaf Dried Extract	Tier C — Watch / trade	-
Canagliflozin Hemihydrate	Tier C — Watch / trade	-
Aclidinium Bromide	Tier C — Watch / trade	-
Ticlopidine Hydrochloride	Tier C — Watch / trade	-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

Canagliflozin/Metformin HydrochlorideOriginator routesteps: 5total yield: /

2-(4-fluorophenyl)thiophene→2-bromothiophene→1-bromo-4-fluorobenzene→5-iodo-2-methylbenzoyl chloride→2-(4-fluorophenyl)-5-(5-iodo-2-methylbenzyl)thiophene→(2R,3R,4S,5R)-2-(acetoxymethyl)-6-oxotetrahydro-2H-pyran-3,4,5-triyl triacetate→(3R,4S,5R,6R)-6-(acetoxymethyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-2-hydroxytetrahydro-2H-pyran-3,4,5-triyl triacetate→(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Aclidinium Bromide/Formoterol Fumarate DihydrateOriginator routesteps: 3total yield: 7.2 g

dimethyl oxalate→2-bromothiophene→methyl 2-hydroxy-2,2-di(thiophen-2-yl)acetate→(R)-quinuclidin-3-ol→(1S,3R,4S)-quinuclidin-3-yl 2-hydroxy-2,2-di(thiophen-2-yl)acetate→(3-bromopropoxy)benzene

Ticlopidine Hydrochloride/Ginkgo Biloba Leaf Dried ExtractOptimised routesteps: 3total yield: /

2-Bromothiophene→2-Iodothiophene→2-Chlorothiophene→2-Thienylmagnesium bromide→Iodido(thiophen-2-yl)magnesium→Chlorido(thiophen-2-yl)magnesium→1-(Triethylsilyl)aziridine→1-(Trimethylsilyl)aziridine→1-(4-Methylbenzene-1-sulfonyl)aziridine→1,1,1-Triethyl-N-[2-(thiophen-2-yl)ethyl]silanamine→1,1,1-Trimethyl-N-[2-(thiophen-2-yl)ethyl]silanamine→4-Methyl-N-[2-(thiophen-2-yl)ethyl]benzene-1-sulfonamide→2-(2-Thienyl)ethylamine<-fgf->2-(Thiophen-2-yl)ethanamine<-fgf->2-Thien-2-ylethanamine

Canagliflozin HemihydrateOriginator routesteps: 5total yield: /

Aclidinium BromideOriginator routesteps: 3total yield: 7.2 g

Ticlopidine HydrochlorideOptimised routesteps: 3total yield: /

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