Patent ID: 7053213
Filing Date: 2006-05-30
Classification: A61P,C07D

Abstract:
1. A compound made by a process comprising: a) reductively alkylating 4-oxopiperidine under mild acid conditions with an aldehyde of formula IV  wherein D is a residue of formula Ia or formula Ib  wherein  followed by reduction with sodium cyanoborohydride in an alcoholic solvent, or, alkylating said piperidine with an alkylating agent of formula V  wherein Y is a leaving group selected from iodide, bromide, methanesulfonate, p-toluenesulfonate, trifluoromethanesulfonate, or the like, to form a piperidone of formula VII b) reductively alkylating said piperidone of formula VII with an amine of formula HM-L-NH  to form an amine of formula III c) cyclizing said amine by reacting it with a diactivated carbonic acid derivative selected from 1,1′-carbonyldiimidazole, chloroformate esters selected from methyl, ethyl or phenyl esters, and carbonate diesters selected from phosgene, diphosgene and triphosgene; or with a diactivated thiocarbonyl derivative selected from 1,1′-thiocarbonyldi-2(1H)-pyridone, 1,1′-thiocarbonyldiimidazole, phenyl chlorodithioformate and thiophosgene; said cyclization being carried in an inert solvent, selected from chloroform, tetrahydrofuran or toluene, at a temperature from about ambient temperature to the reflux temperature of the reaction mixture, and d) forming a pharmaceutically-acceptable salt or an N-oxide of said compound; selected from ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( 1-[(S)-