Development of a concise scaleable synthesis of 2-chloro-5-(pyridin-2-yl) pyrimidine via a Negishi cross-coupling

被引：22

作者：

Perez-Balado, Carlos ^{[1
]}

Willemsens, Albert ^{[1
]}

Ormerod, Dominic ^{[1
]}

Aelterman, Wim ^{[1
]}

Mertens, Narda ^{[1
]}

机构：

[1] Johnson & Johnson Pharmaceut Res & Dev, B-2340 Beerse, Belgium

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2007年 / 11卷 / 02期

关键词：

D O I：

10.1021/op060241c

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A practical and scaleable synthesis of 2-chloro-5-(pyridin-2-yl) pyrimidine, an intermediate in the synthesis of a selective PDE-V inhibitor, was developed. A Negishi cross-coupling between the in situ prepared 2-pyridylzinc chloride and 5-iodo-2-chloropyrimidine catalyzed by Pd(PPh3)(4) afforded the product in one step. Development of a convenient purification did away with the necessity of chromatography, allowing the preparation of the product on kilogram scale.

引用

页码：237 / 240

页数：4

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