Lintitript, SR-27897-药物合成数据库

【药物名称】Lintitript, SR-27897

化学结构式(Chemical Structure):

参考文献No.	15111
标题:	Heterocyclic derivs. of acylaminothiazole, their preparation and pharmaceutical compsns. containing them
作者:	Bras, J.-P.; Frehel, D.; Gully, D.; Valette, G. (Sanofi-Synth閘abo )
来源:	EP 0432040; FR 2655344; FR 2661677; JP 1991279374; JP 1998130147; US 5189049

合成路线图解说明: The esterification of indole-2-carboxylic acid (I) with benzyl alcohol and CDI gives the corresponding benzyl ester (II), which is alkylated with methyl bromoacetate (III) by means of NaH in DMF yielding 1-(methoxycarbonylmethyl)-1H-indole-2-carboxylic acid benzyl ester (IV). The debenzylation of (IV) with H2 over Pd/C in ethanol/DMF affords the free acid (V), which is condensed with 4-(2-chlorophenyl)thiazol-2-amine (VI) by means of benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP) in DMF to give the carboxamide (VII). Finally, the ester group of (VII) is hydrolyzed with NaOH or KOH in methanol/water.

参考文献No.	42061
标题:	Method for preparing lintitript potassium salt
作者:	Radisson, J. (Sanofi-Synth閘abo )
来源:	FR 2781227; WO 0005233

合成路线图解说明: The esterification of indole-2-carboxylic acid (I) with benzyl alcohol and CDI gives the corresponding benzyl ester (II), which is alkylated with methyl bromoacetate (III) by means of NaH in DMF yielding 1-(methoxycarbonylmethyl)-1H-indole-2-carboxylic acid benzyl ester (IV). The debenzylation of (IV) with H2 over Pd/C in ethanol/DMF affords the free acid (V), which is condensed with 4-(2-chlorophenyl)thiazol-2-amine (VI) by means of benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP) in DMF to give the carboxamide (VII). Finally, the ester group of (VII) is hydrolyzed with NaOH or KOH in methanol/water.