5-amino-4-(4-chloro-2-methoxyphenyl)-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile | 1373210-81-1

• 英文名称: 5-amino-4-(4-chloro-2-methoxyphenyl)-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile
• CAS: 1373210-81-1
• 化学式: C₁₈H₁₀Cl₃F₃N₄O
• 分子量: 461.658
• InChiKey: TXYHIGKWVSTYFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  76.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-氯-2-甲氧基苯硼酸 、 5-氨基-3-氰基-1-(2,6-二氯-4-三氟甲基苯基)吡唑 在 bis-triphenylphosphine-palladium(II) chloride 、 N-碘代丁二酰亚胺 、 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 以60%的产率得到5-amino-4-(4-chloro-2-methoxyphenyl)-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile
  参考文献：
  名称：

  Pd-catalyzed direct arylation of phenylpyrazole: Synthesis of fipronil derivatives with aryl boronic acids promoted by a stoichiometric amount of NIS

  摘要：

  The palladium-catalyzed direct arylation of phenylpyrazole with aryl boronic acid promoted by a stoichiometric amount of NIS has been reported. Several phenyl pyrazoles, especially for those with trifluoromethyl groups, can participate in the reaction, providing a series of fipronil derivatives of 4-aryl-phenylpyrazole with potential bioactivity in moderate to good yields. All the compounds were characterized by H-1 NMR, C-13 NMR and FIRMS spectroscopic techniques. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.02.007