3-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)propanohydrazide | 512809-18-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 3-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)propanohydrazide
• 英文别名: 3-(4-bromo-3,5-dimethylpyrazol-1-yl)propanehydrazide
• CAS: 512809-18-6
• 化学式: C₈H₁₃BrN₄O
• mdl: MFCD03419667
• 分子量: 261.121
• InChiKey: AUVRVCHPAVPNPM-UHFFFAOYSA-N

物化性质

• 沸点：
  450.6±45.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)propanohydrazide 、 4,6-Dimethyl-2-pyrimidinylacetic acid ethyl ester iodomethylate 以 乙醇 为溶剂， 反应 40.0h， 以50%的产率得到ethyl 2-[2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)ethyl]-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylate
  参考文献：
  名称：

  Synthesis of N- and C-azolyl-substituted pyrazolo[1,5-a]pyrimidines by recyclization of pyrimidinium salts

  摘要：

  We studied the reaction of 2-(ethoxycarbonyl)methyl-1,4,6-trimethylpyrimidinium iodide with hydrazides of N-azolyl- and D-pyrazolylsubstituted carboxylic acids, which were synthesized by reacting the respective esters with hydrazine hydrate. This reaction was shown to result in recyclization and formation of ethyl 2-(pyrazolylalkyl)- and 2-(azolylalkyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylates. Besides pyrazolopyrimidines, the separation of reaction mixture provided in some cases also another recyclization product, 2-hydroxy-5,7-dimethylpyrazolo[1,5-a]pyrimidine.

  DOI：

  10.1007/s10593-015-1724-3
• 作为产物：
  描述：

  methyl β-(3,5-dimethyl-1H-pyrazol-1-yl)propionate 在 溴 、 sodium acetate 、 一水合肼 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 0.17h， 生成 3-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)propanohydrazide
  参考文献：
  名称：

  Synthesis of N- and C-azolyl-substituted pyrazolo[1,5-a]pyrimidines by recyclization of pyrimidinium salts

  摘要：

  We studied the reaction of 2-(ethoxycarbonyl)methyl-1,4,6-trimethylpyrimidinium iodide with hydrazides of N-azolyl- and D-pyrazolylsubstituted carboxylic acids, which were synthesized by reacting the respective esters with hydrazine hydrate. This reaction was shown to result in recyclization and formation of ethyl 2-(pyrazolylalkyl)- and 2-(azolylalkyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylates. Besides pyrazolopyrimidines, the separation of reaction mixture provided in some cases also another recyclization product, 2-hydroxy-5,7-dimethylpyrazolo[1,5-a]pyrimidine.

  DOI：

  10.1007/s10593-015-1724-3