Opaviraline, HBY-1293, GW-867, GW-420867X
奥帕韦兰Chemical Name: 2(S)-Ethyl-7-fluoro-3-oxo-1,2,3,4-tetrahydroquinoxaline-1-carboxylic acid isopropyl ester
CAS No. 178040-94-3
项目整合开发状态: Phase II
项目研究机构: Aventis Pharma (Originator), Bayer (Originator), GlaxoSmithKline (Licensee)
合成路线:The condensation of 2,4-difluoronitrobenzene (I) with 2(S)-aminobutyric acid (II) by means of triethylamine in refluxing acetone gives 2(S)-(5-fluoro-2-nitrophenylamino)butyric acid (III),which is reductocyclized with H2 over Raney-Ni in methanol/acetic acid,yielding 3(S)-ethyl-6-fluoro-1,2,3,4-tetrahydroquinoxalin-2-one (IV).Finally,this compound is treated with isopropyl chloroformate (V) and 4-methylpyridine in dichloromethane.
📌 参考资料/链接：
参考文献标题:Quinoxalines,process for their preparation,and their use
文献作者:Rner,M.; Billhardt-Troughton,U.-M.; Kirsch,R.; Kleim,J.-P.; Meichsner,C.; Riess,G.; Winkler,I.(Aventis SA)
参考来源:CA 2160859; DE 4437406; EP 0708093; JP 1996225544; US 5723461
📄 详细内容
合成路线:The condensation of 2,4-difluoronitrobenzene (I) with 2(S)-aminobutyric acid (II) by means of triethylamine in refluxing acetone gives 2(S)-(5-fluoro-2-nitrophenylamino)butyric acid (III),which is reductocyclized with H2 over Raney-Ni in methanol/acetic acid,yielding 3(S)-ethyl-6-fluoro-1,2,3,4-tetrahydroquinoxalin-2-one (IV).Finally,this compound is treated with isopropyl chloroformate (V) and 4-methylpyridine in dichloromethane.
参考文献标题:GW-420867X
文献作者:Graul,A.; Castar,J.; Rabasseda,X.
参考来源:Drugs Fut 2000,25(1),24
产品链接: CAS No. 178040-94-3››