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CAS 89-98-5

2-Chlorobenzaldehyde

Codes: (V)109067-1-a, (V)109067-4-a, (VI)109067-5-a, (VII)109067-6-a, (IV)109067-8-a,(IV)109067-8-b, Levamlodipine Besylate-010, (VI)109067-10-a

Application context (from source-drug indications)

HypertensionOlmesartan Medoxomil/Amlodipine orotateEssential hypertensionValsartan/Amlodipine OrotateHypertensionLevamlodipine BesylateAngina pectorisLevamlodipine BesylateEssential hypertensionLevamlodipine BesylateVariant anginaAmlodipine OrotateHypertensionAmlodipine OrotateIschaemic heart diseaseAmlodipine OrotateStable anginaAmlodipine OrotateHypertensionAmlodipine CamsylateHypertensionAmlodipine MaleateAngina pectorisAmlodipine MaleateChronic renal impairmentAmlodipine Maleate肾性高血压Amlodipine MaleateHeart diseaseAmlodipine Maleate血管疾病Amlodipine Maleate

Source drugs (routes using this intermediate)

DrugTierExpiry
Olmesartan Medoxomil/Amlodipine orotateTier C — Watch / trade-
Valsartan/Amlodipine OrotateTier C — Watch / trade-
Levamlodipine BesylateTier C — Watch / trade-
Amlodipine OrotateTier C — Watch / trade-
Amlodipine CamsylateTier C — Watch / trade-
Amlodipine MaleateTier 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.

Olmesartan Medoxomil/Amlodipine orotateOptimised routesteps: 6total yield: /
Diethoxyacetic acid ethyl ester→2,2-Diethoxyethanol→4-Chloro-3-oxobutyric acid ethyl ester→ethyl 4-(2,2-diethoxyethoxy)-3-oxobutanoate→2-Chlorobenzaldehyde→ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-4-(2,2-dimethoxyethoxy)-3-oxobutanoate→Methyl 3-amino-2-butenoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→ethyl (2E)-3-amino-4-(2,2-diethoxyethoxy)but-2-enoate→Methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate
Olmesartan Medoxomil/Amlodipine orotateOptimised routesteps: 4total yield: /
4-Chloro-3-oxobutyric acid ethyl ester→2-Chlorobenzaldehyde→3-Amino-2-butenoic acid methyl ester→3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-oxoethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol→ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Valsartan/Amlodipine OrotateOptimised routesteps: 6total yield: /
Diethoxyacetic acid ethyl ester→2,2-Diethoxyethanol→4-Chloro-3-oxobutyric acid ethyl ester→ethyl 4-(2,2-diethoxyethoxy)-3-oxobutanoate→2-Chlorobenzaldehyde→ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-4-(2,2-dimethoxyethoxy)-3-oxobutanoate→Methyl 3-amino-2-butenoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→ethyl (2E)-3-amino-4-(2,2-diethoxyethoxy)but-2-enoate→Methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate
Valsartan/Amlodipine OrotateOptimised routesteps: 4total yield: /
4-Chloro-3-oxobutyric acid ethyl ester→2-Chlorobenzaldehyde→3-Amino-2-butenoic acid methyl ester→3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-oxoethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol→ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Amlodipine OrotateOptimised routesteps: 6total yield: /
Diethoxyacetic acid ethyl ester→2,2-Diethoxyethanol→4-Chloro-3-oxobutyric acid ethyl ester→ethyl 4-(2,2-diethoxyethoxy)-3-oxobutanoate→2-Chlorobenzaldehyde→ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-4-(2,2-dimethoxyethoxy)-3-oxobutanoate→Methyl 3-amino-2-butenoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→ethyl (2E)-3-amino-4-(2,2-diethoxyethoxy)but-2-enoate→Methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate
Amlodipine OrotateOptimised routesteps: 4total yield: /
4-Chloro-3-oxobutyric acid ethyl ester→2-Chlorobenzaldehyde→3-Amino-2-butenoic acid methyl ester→3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-oxoethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol→ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Amlodipine CamsylateOptimised routesteps: 6total yield: /
Diethoxyacetic acid ethyl ester→2,2-Diethoxyethanol→4-Chloro-3-oxobutyric acid ethyl ester→ethyl 4-(2,2-diethoxyethoxy)-3-oxobutanoate→2-Chlorobenzaldehyde→ethyl (2Z)-2-[(2-chlorophenyl)methylidene]-4-(2,2-dimethoxyethoxy)-3-oxobutanoate→Methyl 3-amino-2-butenoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,2-dimethoxyethoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→ethyl (2E)-3-amino-4-(2,2-diethoxyethoxy)but-2-enoate→Methyl (2Z)-2-[(2-chlorophenyl)methylidene]-3-oxobutanoate
Amlodipine CamsylateOptimised routesteps: 4total yield: /
4-Chloro-3-oxobutyric acid ethyl ester→2-Chlorobenzaldehyde→3-Amino-2-butenoic acid methyl ester→3-ethyl 5-methyl 4-(2-chlorophenyl)-6-methyl-2-[(2-oxoethoxy)methyl]-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2E)-2-(hydroxyimino)ethoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanol→ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl}-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate→3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

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