ethyl 3-(3-methyl-3H-imidazol-4-yl)-1H-pyrazole-5-carboxylate | 1257225-34-5

• 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 3-(3-methyl-3H-imidazol-4-yl)-1H-pyrazole-5-carboxylate
• CAS: 1257225-34-5
• 化学式: C₁₀H₁₂N₄O₂
• 分子量: 220.231
• InChiKey: NEJRPWYGCYSVKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.99
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.8
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  重氮乙酸乙酯 、 5-乙炔基-1-甲基-1H-咪唑 以 甲苯 为溶剂， 反应 32.0h， 以17%的产率得到ethyl 3-(3-methyl-3H-imidazol-4-yl)-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