Development of a Concise Scaleable Synthesis of 2-Chloro-5-(pyridin-2-yl) Pyrimidine via a Negishi Cross-Coupling

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• 作者：Carlos Pé ; rez-Balado ; Albert Willemsens ; Dominic Ormerod ; Wim Aelterman ; Narda Mertens
• 刊名：Organic Process Research & Development
• 出版年：2007
• 出版时间：March 2007
• 年：2007
• 卷：11
• 期：2
• 页码：237 - 240
• 全文大小：65K
• 年卷期：v.11,no.2(March 2007)
• ISSN：1520-586X

文摘

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