Patent ID: 8026377
Filing Date: 2011-09-27
Classification: A61K,A61P,C07D

Abstract:
1. A process of making 3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-[(4-hydroxy methyl phenyl amino)carbonyl]-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid hemi calcium salt of Formula I, the method comprising: (a) reacting a compound of Formula II with a compound of Formula III, to form a compound of Formula of IV (wherein R is alkyl, aryl or arylalkyl); (b) reacting the compound of Formula IV with benzaldehyde to form a compound of Formula V; (c) reacting the compound of Formula V with 4-fluorobenzaldehyde to form a compound of Formula VI; (d) reacting the compound of Formula VI with a compound of Formula VII, to form the compound of Formula VIII; (e) deprotecting the compound of Formula VIII to form a compound of Formula IX; (f) reducing the compound of Formula IX in the presence of a reducing agent and a hydrocarbon solvent to form a compound of Formula X; (g) deprotecting the compound of Formula X to form a compound of Formula XI; and (h) converting the compound of Formula XI to compound of Formula I in ethanol:water (4:1) in presence of calcium hydroxide and a phase transfer catalyst selected from the group consisting of tetraalkylammonium halide, tetrabutylammonium hydrogen sulfate, tetrabutylammonium thiocyanate, tetrabutylammonium tetrafluoroborate, benzyltributylammonium chloride and tetraalkylphosphonium halide,