methyl 3-methyl-2-(1H-pyrazol-1-yl)benzoate | 1632155-65-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 3-methyl-2-(1H-pyrazol-1-yl)benzoate
• 英文别名: Methyl 3-methyl-2-pyrazol-1-ylbenzoate；methyl 3-methyl-2-pyrazol-1-ylbenzoate
• CAS: 1632155-65-7
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: HTVUZQKWHAFUDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(2-methyl-6-triethylsilylphenyl)-1H-pyrazole 在 caesium carbonate 、 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 20.0~100.0 ℃ 、101.33 kPa 条件下， 反应 16.5h， 生成 methyl 3-methyl-2-(1H-pyrazol-1-yl)benzoate
  参考文献：
  名称：

  Ruthenium-Catalyzed C–H Silylation of 1-Arylpyrazole Derivatives and Fluoride-Mediated Carboxylation: Use of Two Nitrogen Atoms of the Pyrazole Group

  摘要：

  Carboxylation of 1-arylpyrazole derivatives was developed using a ruthenium-catalyzed ortho silylation in conjunction with fluoride-mediated carboxylation with carbon dioxide. The two nitrogen atoms of pyrazole play crucial roles in promoting ortho silylation via the formation of a five-membered ruthenacycle and in accelerating aryl anion formation by lowering the electron density of the aromatic ring.

  DOI：

  10.1055/s-0033-1341230

文献信息

• Ruthenium-Catalyzed C–H Silylation of 1-Arylpyrazole Derivatives and Fluoride-Mediated Carboxylation: Use of Two Nitrogen Atoms of the Pyrazole Group
  作者：Tsuyoshi Mita、Yoshihiro Sato、Hiroyuki Tanaka、Kenichi Michigami

  DOI：10.1055/s-0033-1341230

  日期：——

  Carboxylation of 1-arylpyrazole derivatives was developed using a ruthenium-catalyzed ortho silylation in conjunction with fluoride-mediated carboxylation with carbon dioxide. The two nitrogen atoms of pyrazole play crucial roles in promoting ortho silylation via the formation of a five-membered ruthenacycle and in accelerating aryl anion formation by lowering the electron density of the aromatic ring.