SL-59.1227

Chemical Name: 3-(Cyclopropylcarboxamido)-N-[2-(dimethylamino)ethyl]-4-[4-(5-methyl-1H-imidazol-4-yl)piperidin-1-yl]benzamide
CAS No. 326488-60-2
项目整合开发状态: Preclinical
项目研究机构: Sanofi-Aventis (Originator)
合成路线:Esterification of 4-fluoro-3-nitrobenzoic acid (I) with MeOH in the presence of SOCl2 provided the methyl ester (II).Subsequent displacement of the fluoro group with the imidazolyl piperidine (III) gave adduct (IV),which was further protected as the N-trityl derivative (V) using triphenylmethyl chloride and N-methylmorpholine.Catalytic hydrogenation of the nitro group of (V) over Raney-Ni produced aniline (VI),which was acylated with cyclopropanecarbonyl chloride (VII) to furnish amide (VIII).After basic hydrolysis of the methyl ester group of (VIII),the resultant carboxylic acid (IX) was coupled with N,N-dimethyl ethanediamine (X) using PyBOP to yield amide (XI).Finally,acidic treatment of (XI) with HOAc removed the N-trityl protecting group.