Scholarlink

Abstract <p>A series of pyrrolyl-substituted azolo[1,5-<i>a</i>]pyrimidine derivatives have been synthesized for the first time by the Clauson–Kaas reaction of the corresponding azolo[1,5-<i>a</i>]pyrimidine-6,7-diemines with 2,5-dimethoxytetrahydrofuran. The reaction has been found to selectively involve the amino group at the 6-position. The proposed approach makes it possible to obtain 6-(1<i>H</i>-pyrrol-1-yl)azolo[1,5-<i>a</i>]pyrimidin-7-amines in 64–85% yields with high purity. The product structure has been confirmed by NMR spectroscopy and X-ray analysis. The obtained results significantly extend the potential of modification of azolo[1,5-<i>a</i>]pyrimi­dines and open prospects for target-oriented synthesis of their functionalized derivatives.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Synthesis of 6-(1H-Pyrrol-1-yl)azolo[1,5-a]pyrimidin-7-amines by the Clauson–Kaas Reaction

  • 期刊论文

  • 发表日期：

    2025年4月1日

查看全文
  • V. V. Fedotov,
  • S. V. Aminov,
  • A. O. Neymash,
  • D. A. Gazizov,
  • A. S. Kultyshev,
  • O. S. Eltsov,
  • P. A. Slepukhin,
  • E. N. Ulomskiy,
  • V. L. Rusinov

摘要

Abstract

A series of pyrrolyl-substituted azolo[1,5-a]pyrimidine derivatives have been synthesized for the first time by the Clauson–Kaas reaction of the corresponding azolo[1,5-a]pyrimidine-6,7-diemines with 2,5-dimethoxytetrahydrofuran. The reaction has been found to selectively involve the amino group at the 6-position. The proposed approach makes it possible to obtain 6-(1H-pyrrol-1-yl)azolo[1,5-a]pyrimidin-7-amines in 64–85% yields with high purity. The product structure has been confirmed by NMR spectroscopy and X-ray analysis. The obtained results significantly extend the potential of modification of azolo[1,5-a]pyrimi­dines and open prospects for target-oriented synthesis of their functionalized derivatives.