Y-931

Chemical Name: 8-Fluoro-12-(4-methylpiperazin-1-yl)-6H-[1]benzothieno[2,3-b][1,5]benzodiazepine maleate
CAS No. 221058-55-5, 221058-53-3 (free base), 221058-56-6 (fumarate salt (2:1)), 221059-36-5 (monohydrochloride), 221059-00-3 (phosphate)
项目整合开发状态: Discontinued
项目研究机构: Mitsubishi Pharma (Originator)
合成路线:The condensation of ethyl 2-aminobenzo[b]thiophene-3-carboxylate (I) with 2,4-difluoronitrobenzene (II) afforded the diaryl amine (III).The nitro group of (III) was then reduced to amine (IV) by catalytic hydrogenation over Pd/C.Then,cyclization of amino ester (IV) with N-methylpiperazine (V) using TiCl4 in hot anisole produced the target benzothienobenzodiazepine,which was finally isolated as the corresponding maleate salt.

合成路线:In a related procedure,the condensation of 2-aminobenzo[b]thiophene-3-carbonitrile (VI) with 2,4-difluoronitrobenzene (II) produced the diaryl amine (VII).Reduction of the nitro group of (VII) using sodium hydrosulfite yielded diamine (VIII).Subsequent cyclization of amino nitrile (VIII) upon acidic treatment gave rise to the tetracyclic system (IX).This was then treated with refluxing N-methylpiperazine (V) to provide the title compound.