4-(3-chlorophenyl)-1-methyl-1H-pyrazole | 1266991-19-8

• 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-(3-chlorophenyl)-1-methyl-1H-pyrazole
• 英文别名: 4-(3-Chlorophenyl)-1-methyl-1H-pyrazole；4-(3-chlorophenyl)-1-methylpyrazole
• CAS: 1266991-19-8
• 化学式: C₁₀H₉ClN₂
• 分子量: 192.648
• InChiKey: JBAGTYKIRAHDNB-UHFFFAOYSA-N

物化性质

• 沸点：
  327.9±25.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 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：

  1-甲基-4-碘-吡唑 、 3-氯苯硼酸 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 0.08h， 以83%的产率得到4-(3-chlorophenyl)-1-methyl-1H-pyrazole
  参考文献：
  名称：

  Efficient synthesis of 4-substituted pyrazole via microwave-promoted Suzuki cross-coupling reaction

  摘要：

  Pyrazoles and their derivatives are important heterocycles found in nature and present in numerous bioactive compounds. In contrast to 3 or 5-aryl pyrazole, the preparation of 4-aryl pyrazole is fairly rare. Utilizing microwave irradiation, the synthesis of 4-substituted-arylpyrazole via Suzuki cross-coupling has been developed with a wide range of substrates. The remarkable advantages of this method are mild reaction conditions, simple operation, high yield, and short reaction time. Product structures were identified by MS, H-1 NMR, C-13 NMR, and elemental analysis. (C) 2014 Qiong-You Wu and Guang-Fu Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2014.03.013

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.