4-chloro-5-(4-chlorophenyl)-1-methyl-pyrazole | 1252831-14-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-chloro-5-(4-chlorophenyl)-1-methyl-pyrazole
• 英文别名: 4-Chloro-5-(4-chlorophenyl)-1-methylpyrazole；4-chloro-5-(4-chlorophenyl)-1-methylpyrazole
• CAS: 1252831-14-3
• 化学式: C₁₀H₈Cl₂N₂
• 分子量: 227.093
• InChiKey: IBQADHJJSRDEEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-氯-1-甲基吡唑 、 4-溴氯苯 在 四丁基醋酸铵 、 palladium diacetate 、 异丁酸 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 24.0h， 以77%的产率得到4-chloro-5-(4-chlorophenyl)-1-methyl-pyrazole
  参考文献：
  名称：

  Regioselective Palladium-Catalyzed Arylation of 4-Chloropyrazoles

  摘要：

  A highly regioselective Pd-catalyzed arylation of N-methylpyrazoles with aryl bromides is described. This transformation was studied extensively via automated reaction screening. A Design of Experiments (DoE) approach for optimizing the critical parameters was applied, resulting in excellent conditions for preparing selectively 5-arylpyrazoles in moderate to excellent yields under mild conditions.

  DOI：

  10.1021/ol1020898

文献信息

• Regioselective Palladium-Catalyzed Arylation of 4-Chloropyrazoles
  作者：Carlos Mateos、Javier Mendiola、Mercedes Carpintero、José Miguel Mínguez

  DOI：10.1021/ol1020898

  日期：2010.11.5

  A highly regioselective Pd-catalyzed arylation of N-methylpyrazoles with aryl bromides is described. This transformation was studied extensively via automated reaction screening. A Design of Experiments (DoE) approach for optimizing the critical parameters was applied, resulting in excellent conditions for preparing selectively 5-arylpyrazoles in moderate to excellent yields under mild conditions.