ethyl 4-(2-hydroxypropyl)-1H-pyrazole-5-carboxylate | 1257225-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-(2-hydroxypropyl)-1H-pyrazole-5-carboxylate
• CAS: 1257225-40-3
• 化学式: C₉H₁₄N₂O₃
• 分子量: 198.222
• InChiKey: URGFRIJZZJOGAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.51
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  75.21
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  重氮乙酸乙酯 、 4-戊炔-2-醇 以 甲苯 为溶剂， 反应 48.0h， 生成 ethyl 5-(2-hydroxypropyl)-1H-pyrazole-3-carboxylate 、 ethyl 4-(2-hydroxypropyl)-1H-pyrazole-5-carboxylate
  参考文献：
  名称：

  A facile synthesis of pyrazoles with multi-point structural diversity by 1,3-dipolar cycloaddition

  摘要：

  We describe the synthesis of diverse pyrazoles by 1,3-dipolar cycloaddition of ethyl diazoacetate with various acetylenes in refluxing toluene. The product pyrazoles are useful starting points for preparing a diverse collection of trisubstituted pyrazole carboxamides. For aryl and heteroaryl alkynes a single product is obtained while alkyl alkynes afford a ca. 6:1 mixture of regioisomers. The observed regioselectivity for the cycloaddition step and the ease of reaction are consistent with predictions derived from computing the HOMO-LUMO energies of the reactants. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2010.09.012