Facile synthesis of diverse 2-aminopyrimidines by phosphorus oxychloride-promoted C2-selective amination of pyrimidines

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-09-02 DOI:10.1016/j.tet.2025.134906

Lei Zhao , Yi-Lei Huang , Peng Xie , Huang-Di Feng , Guan Wang , Jun-Hai Huang

引用次数: 0

Abstract

2-Aminopyrimidines play a significant role in the composition of small-molecule drugs. The direct synthesis of 2-aminopyrimidines from pyrimidine has posed a challenge due to the complexities associated with achieving C2-selective amination of pyrimidines. This study presents the successful C2-selective amination reaction of pyrimidine utilizing phosphorus oxychloride as a regioselective controller. The resulting 2-chloropyrimidine intermediate can be further transformed into a variety of 2-aminopyrimidine derivatives in an aqueous environment.

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氯氧磷促进2-氨基嘧啶的c2选择性胺化反应制备多种2-氨基嘧啶

2-氨基嘧啶在小分子药物的组成中起着重要的作用。由于实现嘧啶的c2选择性胺化的复杂性，从嘧啶直接合成2-氨基嘧啶已经提出了一个挑战。本研究利用氯化氧磷作为区域选择性控制剂，成功地进行了嘧啶的c2选择性胺化反应。得到的2-氯嘧啶中间体可以在水环境中进一步转化为各种2-氨基嘧啶衍生物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.