Sch-24937
Chemical Name: 6-Bromo-5-chloro-2-[(methylsulfinyl)acetyl]-3-(2-pyridyl)indole; 1-[6-Bromo-5-chloro-3-(2-pyridinyl)-1H-indol-2-yl]-2-(methylsulfinyl)ethanone
CAS No. 75696-17-2
项目整合开发状态: Biological Testing
项目研究机构: Schering-Plough (Originator)
合成路线:The diazotation of 3-bromo-4-chloroaniline (I) with NaNO2 - HCl in water followed by reduction with NaHSO3 gives 3-bromo-4-chlorophenylhydrazine (II),which is condensed with ethyl 2-pyridylpyruvate (III) by means of dry HCl in ethanol yielding 3-bromo-4-chlorophenylhydrazone of ethyl 2-pyridylpyruvate (IV).The cyclization of (IV) by means of H2SO4 in hot acetic acid affords ethyl-6-bromo-5-chloro-3-(2-pyridyl)indole-2-carboxylate (V),which is finally treated with the sodium salt of DMSO (VI) (prepared with NaH and DMSO) in the same solvent.
📌 参考资料/链接：
参考文献标题:SCH-24,937
文献作者:Blancafort,P.; Castar,J.; Serradell,M.N.; Arrigoni-Martelli,E.
参考来源:Drugs Fut 1983,8(5),437
📄 详细内容
合成路线:The diazotation of 3-bromo-4-chloroaniline (I) with NaNO2 - HCl in water followed by reduction with NaHSO3 gives 3-bromo-4-chlorophenylhydrazine (II),which is condensed with ethyl 2-pyridylpyruvate (III) by means of dry HCl in ethanol yielding 3-bromo-4-chlorophenylhydrazone of ethyl 2-pyridylpyruvate (IV).The cyclization of (IV) by means of H2SO4 in hot acetic acid affords ethyl-6-bromo-5-chloro-3-(2-pyridyl)indole-2-carboxylate (V),which is finally treated with the sodium salt of DMSO (VI) (prepared with NaH and DMSO) in the same solvent.
参考文献标题:
文献作者:Steinman,M.; Tahbaz,P.
参考来源:US 4225711; US 4328345
产品链接: CAS No. 75696-17-2››