Sabiporide mesilate

Chemical Name: N-[4-[4-(1H-Pyrrol-2-ylcarbonyl)piperazin-1-yl]-3-(trifluoromethyl)benzoyl]guanidine methanesulfonate
CAS No. 261505-80-0 (free base)
项目整合开发状态: Phase I
项目研究机构: Boehringer Ingelheim (Originator)
合成路线:4-Fluoro-3-trifluoromethylbenzoic acid (I) is esterified employing MeOH and SOCl2 to afford the methyl ester (II).Displacement of the 4-fluoride of (II) with N-benzylpiperazine (III) in hot DMSO yields the piperazinyl benzoate (IV).The N-benzyl group of (IV) is then removed by hydrogenolysis over Pd/C to yield the deprotected piperazine (V),which is further coupled with 2-pyrrolecarboxylic acid (VI) by means of CDI producing amide (VII).Finally,displacement of the methyl ester of (VII) with guanidine (VIII) gives rise to the target acyl guanidine,which is converted to the corresponding mesylate salt