Gevotroline hydrochloride, Wy-47384
吉伏曲林 1H-吡啶[4,3-b]吲哚,8-氟-2,3,4,5-四氢-2-[3-(3-吡啶基)丙基]-,盐酸盐(1:1)Chemical Name: 8-Fluoro-2-[3-(3-pyridinyl)propyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride; 6-Fluoro-3-[3-(3-pyridinyl)propyl]-1,2,3,4-tetrahydro-gamma-carboline
CAS No. 107266-18-2 (diHCl), 107266-06-8 (free base), 112243-58-0 (monoHCl)
项目整合开发状态: Phase I
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:The reaction of 4-fluorophenylhydrazine hydrochloride (I) with N-carbethoxy-4-piperidone (II) under Fisher's conditions affords N2-carbethoxy-8-fluoro-2,3,4,5-tetrahydro-1H-pyridol[4,3-b]indole (III).Treatment of (III) with Claisen's alkali affords the N-2 unsubstituted 8-fluoro-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (IV),which is finally condensed with 3-pyridinylpropyl bromide hydrobromide (V) in DMF in the presence of triethyl amine (TEA).Compound (V) is obtained by refluxing 3-pyridinylpropanol with 48% hydrobromic acid.
📌 参考资料/链接：
参考文献标题:WY-47384
文献作者:Andree,T.; Abou-Gharbia,M.
参考来源:Drugs Fut 1988,13(6),541
📄 详细内容
合成路线:The reaction of 4-fluorophenylhydrazine hydrochloride (I) with N-carbethoxy-4-piperidone (II) under Fisher's conditions affords N2-carbethoxy-8-fluoro-2,3,4,5-tetrahydro-1H-pyridol[4,3-b]indole (III).Treatment of (III) with Claisen's alkali affords the N-2 unsubstituted 8-fluoro-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (IV),which is finally condensed with 3-pyridinylpropyl bromide hydrobromide (V) in DMF in the presence of triethyl amine (TEA).Compound (V) is obtained by refluxing 3-pyridinylpropanol with 48% hydrobromic acid.
参考文献标题:Antipsychotic activity of substituted gamma-carbol
文献作者:Abou-Gharbia,M.; Patel,U.R.; Webb,M.B.; Moyer,J.A.; Andree,T.H.; Muth,E.A.
参考来源:J Med Chem 1987,301818
产品链接: CAS No.107266-06-8›› 产品链接: CAS No.112243-58-0››