N-benzyl-5-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-3-amine | 1153577-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-benzyl-5-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-3-amine
• 英文别名: N-benzyl-3-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-5-amine
• CAS: 1153577-12-8
• 化学式: C₂₂H₁₇Cl₂N₃
• 分子量: 394.303
• InChiKey: DSASBDBMUIFTPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.66
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  40.71
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-bromo-1-(2-chlorophenyl)-2-(4-chlorophenyl)-ethanone 、 4-苄基-3-氨基硫脲 在 氢溴酸 作用下， 以 乙醇 、 水 为溶剂， 以87%的产率得到N-benzyl-5-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-3-amine
  参考文献：
  名称：

  Development of two synthetic routes to CE-178,253, a CB1 antagonist for the treatment of obesity

  摘要：

  CE-178,253 benzenesulfonate (1) is a CB1 antagonist discovered by Pfizer medicinal chemists. Two syntheses Of this compound are described. The first, based on the discovery synthesis, involves assembly of an aryl-substituted pyrazolotriazine core onto which the second aryl moiety is installed by a Suzuki Coupling: this route has been scaled to provide up to 6 kg of API. A second. more convergent route is also described, which installs the pyrazolotriazine containing both aryl substituents by condensation of a bromoketone with a substituted thiosemicarbazide. This route has been demonstrated on laboratory scale and is viewed as the preferred bond-forming sequence. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.067

文献信息

• WO2006/131807
  申请人：——

  公开号：——

  公开（公告）日：——