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项目整合精选>>>Fluoxetine hydrochloride, LY-110140, Fluoxeren, Framex, Adofen, Sarafem, Flunirin, Lovan, Fluctin, Prozac
Fluoxetine hydrochloride, LY-110140, Fluoxeren, Framex, Adofen, Sarafem, Flunirin, Lovan, Fluctin, Prozac
盐酸氟西汀 氟西汀 Chemical Name: (?-N-Methyl-gamma-[4-(trifluoromethyl)phenoxy]benzenepropanamine hydrochloride; (?-N-Methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propylamine hydrochloride
CAS No. 59333-67-4, 54910-89-3 (free base)
项目整合开发状态: Launched-1987
项目研究机构: Indevus (Proprietary), Lilly (Originator), Menarini (Not Determined), Mount Sinai School of Medicine (Not Determined), Warner Chilcott (Marketer), Chugai (Licensee), Ferrer (Licensee), Gedeon Richter (Licensee), Biovail (Formulation)
合成路线:The reduction of beta-dimethylaminopropiophenone (I) with diborane in THF gives N,N-dimethyl-3-phenyl-3-hydroxypropylamine (II),which is converted into N,N-dimethyl-3-phenyl-3-chloropropylamine (III) wtih refluxing SOCl2.The condensation of 4-trifluoromethylphenol (A) with (III) by means of NaOH in refluxing methanol affords N,N-dimethyl-3-phenyl-3-(p-trifluoromethylphenoxy) propylamine (IV),which is treated with BrCN in benzene to yield N-methyl-N-cyano-3-phenyl-3-(p-trifluoromethylphenoxy)propylamine (V).Finally,(V) is hydrolyzed with KOH in ethylene glycol at 130 C.
📌 参考资料/链接:
参考文献标题:Arloxyphenylpropylamines
文献作者:Molloy,B.B.; Schmiegel,K.K.(Eli Lilly and Company)
参考来源:DE 2500110; ES 433720; FR 2257288; GB 1493961; JP 50101333; US 4314081
📄 详细内容
合成路线:The reduction of beta-dimethylaminopropiophenone (I) with diborane in THF gives N,N-dimethyl-3-phenyl-3-hydroxypropylamine (II),which is converted into N,N-dimethyl-3-phenyl-3-chloropropylamine (III) wtih refluxing SOCl2.The condensation of 4-trifluoromethylphenol (A) with (III) by means of NaOH in refluxing methanol affords N,N-dimethyl-3-phenyl-3-(p-trifluoromethylphenoxy) propylamine (IV),which is treated with BrCN in benzene to yield N-methyl-N-cyano-3-phenyl-3-(p-trifluoromethylphenoxy)propylamine (V).Finally,(V) is hydrolyzed with KOH in ethylene glycol at 130 C.
参考文献标题:Fluoxetine
文献作者:Paton,D.M.; Castar,J.
参考来源:Drugs Fut 1977,2(1),27
产品链接: CAS No. 59333-67-4›› 产品链接: CAS No.54910-89-3››