Patent ID: 8283470
Filing Date: 2012-10-09
Classification: C07D

Abstract:
1. A method for the preparation of (1S)-(3R)-1-azabicylco[2.2.2]oct-3-yl-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylate (Solifenacin), of formula (I) or its pharmaceutically acceptable salts the method comprising: a. reacting (R)-quinuclidin-3-ol a compound of formula (II) with bis (aryl) carbonate of formula (IIIa), optionally in the presence of a base, to form (3R)-1-azabicyclo[2.2.2]oct-3-yl-4-nitrophenyl carbonate of formula (IVa) wherein Ar is phenyl, or a substituted phenyl selected from the group consisting of p-nitrophenyl, 4-(trifluoro methyl) phenyl, 4-cyano phenyl, ethyl benzoate, and benzoic acid, b. treating the reaction mixture comprising the formula (IVa) obtained from step (a) or optionally, after isolating the compound of formula (IVa) with (1S)-1-phenyl-1, 2, 3, 4-tetrahydro isoquinoline of formula (V) to obtain the compound of Formula (I), and optionally converting the base into its pharmaceutically acceptable salts