Process for production of dihydropyridine compound or salts...

Details Process for production of dihydropyridine compound or salts... Process for production of dihydropyridine compound or salts...

C - Chemistry, Metallurgy

07

D

260/279.4

C07D 401/12 (2006.01) A61K 31/40 (2006.01) A61K 31/44 (2006.01) C07D 207/00 (2006.01) C07D 211/00 (2006.01)

Patent

CA 1273932

PROCESS FOR PRODUCTION OF DIHYDROPYRIDINE COMPOUND OR SALTS THEREOF ABSTRACT OF THE DISCLOSURE A process is provided for the production of (4S)-2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5- dicarboxylic acid (3S)-3-(1-benzyl-3-pyrrolidinyl) ester 5-methyl ester [III] of formula: Image or pharmaceutically acceptable acid addition salts thereof which comprises: (a) reacting (4S)-2,6-dimethyl-4-(m-nitrophenyl)- 1,4-dihydropyridine-3,5-dicarboxylic acid (3S)-3-(1-benzyl-3- pyrrolidinyl) ester [II] of formula: Image or salts thereof with a methyl esterifying agent: (b) directly reacting (4S)-2,6-dimethyl-4-(m-nitro- phenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid (3S)-3-(1- benzyl-3-pyrrolidinyl) ester derivatives [I] of general formula: Image wherein R' represents an ester residue capable of being readily split off upon hydrolysis with an alkali without affecting the other groups, with a methyl esterifying agent, or, (c) hydrolyzing the ester derivatives under an alkaline condition to give (4S)-2,6-dimethyl-4-(m-nitro- phenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid (35)-3-(1- benzyl-3-pyrrolidinyl) ester [II] of formula: Image or salts thereof and then reacting the compound [II] or salts thereof with a methyl esterifying agent. The compounds prepared are useful as medicines.

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