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An Improved Synthetic Method of Telmisartan

Huiyong Zhang

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Abstract

Telmisartan was synthesized through multistep reactions with 3-methyl-4-nitrobenzoic acid as starting material.3-Methyl-4-nitrobenzoic acid via esterification,reduction,butyrylation,nitration,reduction and cyclization gave 2-n-propyl-4-methyl-6-carboxybenzimidazole,which condensed with N-methyl-o-phenylenediamine in the presence of polyphosphoric acid and followed by condensation with 4′-bromomethyl-biphenyl-2-carboxylic acid methyl ester and hydrolysis to give Telmisartan.The overall yield was improved from 20.9% to 30%.It has been produced in Henan Tianfang Phamaceutical Co.Ltd.

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What this paper is about

Telmisartan was synthesized through multistep reactions with 3-methyl-4-nitrobenzoic acid as starting material.3-Methyl-4-nitrobenzoic acid via esterification,reduction,butyrylation,nitration,reduction and cyclization gave 2-n-propyl-4-methyl-6-carboxybenzimidazole,which condensed with N-methyl-o-phenylenediamine in the presence of polyphosphoric acid and followed by condensation with 4′-bromomethyl-biphenyl-2-carboxylic acid methyl ester and hydrolysis to give Telmisartan.The overall yield was improved from 20.9% to 30%.It has been produced in Henan Tianfang Phamaceutical Co.Ltd.

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Available abstract

Telmisartan was synthesized through multistep reactions with 3-methyl-4-nitrobenzoic acid as starting material.3-Methyl-4-nitrobenzoic acid via esterification,reduction,butyrylation,nitration,reduction and cyclization gave 2-n-propyl-4-methyl-6-carboxybenzimidazole,which condensed with N-methyl-o-phenylenediamine in the presence of polyphosphoric acid and followed by condensation with 4′-bromomethyl-biphenyl-2-carboxylic acid methyl ester and hydrolysis to give Telmisartan.The overall yield was improved from 20.9% to 30%.It has been produced in Henan Tianfang Phamaceutical Co.Ltd.

Key concepts: Telmisartan, Chemistry, Yield (engineering), Hydrolysis, Nitration, Condensation, Organic chemistry, Nuclear chemistry

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