Process development of a novel non-xanthine adenosine A1 receptor antagonist

被引：14

作者：

Zanka, A ^{[1
]}

Uematsu, R ^{[1
]}

Morinaga, Y ^{[1
]}

Yasuda, H ^{[1
]}

Yamazaki, H ^{[1
]}

机构：

[1] Fujisawa Pharmaceut Co Ltd, Technol Dev Labs, Yodogawa Ku, Osaka 5328514, Japan

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 1999年 / 3卷 / 06期

关键词：

D O I：

10.1021/op990044w

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

(+)-(R)-1-[(E)-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)acryloyl] -2-piperidine ethanol (FK453) is a novel, potent adenosine Al receptor antagonist for the regulation of renal function. The development of a reliable process suitable for large scale manufacture is described. A Horner-Emmons reaction and a 1,3-dipolar cycloaddition were successfully scaled up to afford ethyl (E)-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)acryloylate, with excellent regioselectivity and stereoselectivity. Process improvements and optimization of each step permitted elimination of column chromatography, resulting in a straightforward, practical synthesis of FK453.

引用

页码：389 / 393

页数：5

共 12 条

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