2-(1-Pyridin-3-ylpyrazol-4-yl)pyrimidine | 1286202-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(1-Pyridin-3-ylpyrazol-4-yl)pyrimidine
• 英文别名: 2-(1-pyridin-3-ylpyrazol-4-yl)pyrimidine
• CAS: 1286202-19-4
• 化学式: C₁₂H₉N₅
• 分子量: 223.237
• InChiKey: OLQVKFFNNYXBEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(3-pyridyl)sydnone 、 2-乙炔基嘧啶 以 邻二氯苯 为溶剂， 反应 2.0h， 生成 2-(1-Pyridin-3-ylpyrazol-4-yl)pyrimidine 、 2-(1-Pyridin-3-ylpyrazol-3-yl)pyrimidine
  参考文献：
  名称：

  Regioselectivity studies of sydnone cycloaddition reactions of azine-substituted alkynes

  摘要：

  The synthesis of azine-substituted pyrazoles by a sydnone cycloaddition strategy is described. Incorporation of a 3-pyridyl moiety at the sydnone N-atom has little effect on either reactivity or regioselectivity, however, 2-ethynyl-pyridine and -pyrimidine undergo cycloaddition with surprisingly poor levels of regiocontrol. A rationale for the observed regiochemical trends and potential routes for improving selectivities are discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.115

文献信息

• Regioselectivity studies of sydnone cycloaddition reactions of azine-substituted alkynes
  作者：Robert S. Foster、Harald Jakobi、Joseph P.A. Harrity

  DOI：10.1016/j.tetlet.2011.01.115

  日期：2011.3

  The synthesis of azine-substituted pyrazoles by a sydnone cycloaddition strategy is described. Incorporation of a 3-pyridyl moiety at the sydnone N-atom has little effect on either reactivity or regioselectivity, however, 2-ethynyl-pyridine and -pyrimidine undergo cycloaddition with surprisingly poor levels of regiocontrol. A rationale for the observed regiochemical trends and potential routes for improving selectivities are discussed. (C) 2011 Elsevier Ltd. All rights reserved.