Practical application of the palladium-catalyzed amination in phenylpiperazine synthesis: An efficient synthesis of a metabolite of the antipsychotic agent aripiprazole

被引：41

作者：

Morita, S ^{[1
]}

Kitano, K ^{[1
]}

Matsubara, J ^{[1
]}

Ohtani, T ^{[1
]}

Kawano, Y ^{[1
]}

Otsubo, K ^{[1
]}

Uchida, M ^{[1
]}

机构：

[1] Otsuka Pharmaceut Co Ltd, Tokushima Res Inst, Tokushima 7710192, Japan

来源：

TETRAHEDRON | 1998年 / 54卷 / 19期

关键词：

D O I：

10.1016/S0040-4020(98)00175-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A metabolite of Aripiprazole(1), 7-[4-[4-(2,3-dichloro-4-hydroxyphenyl)-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone (2), was prepared by the coupling reaction of 1-(4-benzyloxy-2,3-dichlorophenyl)piperazine (11) with 7-(4-chlorobutoxy)-3,4-dihydro-2(1H)quinolinone (16). The palladium-catalyzed amination of contiguous tri- and tetra-substituted benzenes with piperazine derivatives was investigated. The key intermediate 11 was efficiently prepared using the palladium-catalyzed amination of phenyl bromide 15 with piperazine. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4811 / 4818

页数：8

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