Process development of 5-fluoro-3-[3-[4-(5-methoxy-4-pyrimidinyl)-1-piperazinyl]propyl]-1H-indole dihydrochloride

被引：22
|
作者：
Anderson, NG
Ary, TD
Berg, JL
Bernot, PJ
Chan, YY
Chen, CK
Davies, ML
DiMarco, JD
Dennis, RD
Deshpande, RP
Do, HD
Droghini, R
Early, WA
Gougoutas, JZ
Grosso, JA
Harris, JC
Haas, OW
Jass, PA
Kim, DH
Kodersha, GA
Kotnis, AS
LaJeunesse, J
Lust, DA
Madding, GD
Modi, SP
Moniot, JL
Nguyen, A
Palaniswamy, V
Phillipson, DW
Simpson, JH
Thoraval, D
Thurston, DA
Tse, K
Polomski, RE
Wedding, DL
Winter, WJ
机构：
[1] Bristol Myers Squibb, Pharmaceut Res Inst, Dept Chem Proc Dev, New Brunswick, NJ 08903 USA
[2] Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Solid State Chem, Princeton, NJ 08543 USA
[3] Bristol Myers Squibb Co, Chem Proc Res, Quebec City, PQ J5R 1J1, Canada
来源：
ORGANIC PROCESS RESEARCH & DEVELOPMENT | 1997年 / 1卷 / 04期
关键词：
D O I：
10.1021/op970213h
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
5-fluoro-3-[3-[4-(5-methoxy-4-pyrimidinyl)-1-piperazinyl]-propyl]-1H-indole dihydrochloride (1) facilitates 5-HT neurotransmission and was an antidepressant drug candidate. The development of a safe, rugged process for the large-scale, chromatography-free preparation of this compound is described, The main areas of optimization included a Fischer indole synthesis, preparation and chlorination of a monohydroxypyrimidine, and coupling of the resultant fragments to prepare the drug substance.
引用
收藏
页码：300 / 310
页数：11
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