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

C Pérez-Balado, A Willemsens…

Index: Perez-Balado, Carlos; Willemsens, Albert; Ormerod, Dominic; Aelterman, Wim; Mertens, Narda Organic Process Research and Development, 2007 , vol. 11, # 2 p. 237 - 240

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Citation Number: 24

Abstract

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 ...