Fluoxetine hydrochloride, LY-110140, Fluoxeren, Framex, Adofen, Sarafem, Flunirin, Lovan, Fluctin, Prozac-药物合成数据库

【药物名称】Fluoxetine hydrochloride, LY-110140, Fluoxeren, Framex, Adofen, Sarafem, Flunirin, Lovan, Fluctin, Prozac

化学结构式(Chemical Structure):

参考文献No.	45202
标题:	Arloxyphenylpropylamines
作者:	Molloy, B.B.; Schmiegel, K.K. (Eli Lilly and Company)
来源:	DE 2500110; ES 433720; FR 2257288; GB 1493961; JP 50101333; US 4314081

合成路线图解说明: 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No.	57252
标题:	Fluoxetine
作者:	Paton, D.M.; Casta馿r, J.
来源:	Drugs Fut 1977,2(1),27

合成路线图解说明: 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.