【药物名称】SL-59.1227
化学结构式(Chemical Structure):
参考文献No.38155
标题:4-[(1H-Imidazol-4-yl)piperidin-1-yl]anilide derivs., their preparation and application in therapy
作者:Hoornaert, C.; Rouannet, V.; Dellac, G.; Daumas, M.; Adler, M.-A.; Cremer, G. (Sanofi-Synth閘abo)
来源:EP 0991639; WO 9900379
合成路线图解说明:

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.

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