合成路线:The condensation of 2,5-difluoronitrobenzene (I) with ethyl 2-amino-5-methylthiophene-3-carboxylate (II) by means of triethylamine in hot DMSO or 2-methoxyethanol giving ethyl 2-(4-fluoro-2-nitroanilino)-5-methylthiophene-3-carboxylate (III),which is reduced with H2 over Pd/C in ethanol to ethyl 2-(4-fluoro-2-aminoanilino)-5-methylthiophene-3-carboxylate (IV).The cyclization of (IV) by means of NaH in DMSO affords 9,10-dihydro-7-fluoro-2-methyl-4H-thieno[2,3b][1,5]benzodiazepin-2-one (V),which is finally condensed with N-methylpiperazine by means of TiCl4 in anisole at 120 C.
参考文献标题:Heterooarenobenzodiazepines.3.4-Piperazinyl-10H-thieno[2,3-b][1,5]benzodiazepines as potential neuroleptics
文献作者:Chakrabarti,J.K.; Horsman,L.; Hotten,T.M.; Pullar,I.A.; Tupper,D.E.; Wright,F.C.
参考来源:J Med Chem 1980,23(8),878-884
合成路线:The condensation of 2,5-difluoronitrobenzene (I) with ethyl 2-amino-5-methylthiophene-3-carboxylate (II) by means of triethylamine in hot DMSO or 2-methoxyethanol giving ethyl 2-(4-fluoro-2-nitroanilino)-5-methylthiophene-3-carboxylate (III),which is reduced with H2 over Pd/C in ethanol to ethyl 2-(4-fluoro-2-aminoanilino)-5-methylthiophene-3-carboxylate (IV).The cyclization of (IV) by means of NaH in DMSO affords 9,10-dihydro-7-fluoro-2-methyl-4H-thieno[2,3b][1,5]benzodiazepin-2-one (V),which is finally condensed with N-methylpiperazine by means of TiCl4 in anisole at 120 C.
参考文献标题:Benzodiazepine derivatives
文献作者:Chakrabarti,J.K.; Tupper,D.E.
参考来源:DE 2552403; FR 2292479; GB 1533235; JP 51076296
产品链接: CAS No. 61325-80-2››