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<p>An atom-efficient synthesis of hybrid molecules based on 7-azido-3-ethoxycarbonyl-1-ethyl-6-fluoroquinolin-4(1<i>H</i>)-one and 4-(prop-2-yn-1-yl)azolo[1,5-<i>a</i>]pyrimidin-7-ones by the azide-alkyne cycloaddition was developed. The synthetic approaches to precursors of hybrid molecules, 4-(prop-2-yn-1-yl)azolo[1,5-<i>a</i>]pyrimidin-7-ones, by alkylation of the corresponding NH-acids were optimized. Alkylation of 1,2,4-triazolo[1,5-<i>a</i>]pyrimidin-7-ones gave the products of alkylation at N(3) and N(4) atoms. Conditions for regioselective synthesis of <i>N</i>(4)-(prop-2-yn-1-yl)triazolopyrimidines were developed.</p>

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A new class of hybrid molecules based on azolo[1,5-a]pyrimidin-7-ones and 3-ethoxycarbonyl-1-ethyl-6-fluoroquinolin-4(1H)-one linked by a 1,2,3-triazole spacer

  • 期刊论文

  • 发表日期：

    2025年2月1日

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  • S. V. Androv,
  • K. V. Savateev,
  • S. K. Kotovskaya,
  • V. L. Rusinov

摘要

An atom-efficient synthesis of hybrid molecules based on 7-azido-3-ethoxycarbonyl-1-ethyl-6-fluoroquinolin-4(1H)-one and 4-(prop-2-yn-1-yl)azolo[1,5-a]pyrimidin-7-ones by the azide-alkyne cycloaddition was developed. The synthetic approaches to precursors of hybrid molecules, 4-(prop-2-yn-1-yl)azolo[1,5-a]pyrimidin-7-ones, by alkylation of the corresponding NH-acids were optimized. Alkylation of 1,2,4-triazolo[1,5-a]pyrimidin-7-ones gave the products of alkylation at N(3) and N(4) atoms. Conditions for regioselective synthesis of N(4)-(prop-2-yn-1-yl)triazolopyrimidines were developed.