Efficient synthesis of [6-chloro-2-(4-chlorobenzoyl)-1H-indol-3-yl]-acetic acid, a novel COX-2 inhibitor

被引：53

作者：

Caron, S ^{[1
]}

Vazquez, E

Stevens, RW

Nakao, K

Koike, H

Murata, Y

机构：

[1] Pfizer Global Res & Dev, Chem R&D, Groton, CT 06340 USA

[2] Pfizer Global Res & Dev, Med Chem, Aichi 4702393, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 10期

关键词：

D O I：

10.1021/jo034274r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 6-chloro-2-(4-chlorobenzoyl)-1H-indol-3-ylacetic acid (1), a selective cyclooxygenase 2 (COX-2) inhibitor, is described. The synthesis relied on a novel indole formation that involved an alkylation/1,4-addition/ elimination/isomerization cascade. It was demonstrated that the entire sequence from sulfonamide 13 and bromoketone 14 to the desired indole (1) could be executed in a single pot.

引用

页码：4104 / 4107

页数：4

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