N-(3-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-5-yl)acetamidine hydrobromide | 1153577-10-6

• 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-(3-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-5-yl)acetamidine hydrobromide
• CAS: 1153577-10-6
• 化学式: BrH*C₁₇H₁₄Cl₂N₄
• 分子量: 426.143
• InChiKey: UCFCGIBYOSZMOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  64.56
• 氢给体数：
  3.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(3-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-5-yl)acetamidine hydrobromide 在 sodium hydroxide 、 水 作用下， 以 2-甲基四氢呋喃 为溶剂， 生成 N-(3-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-5-yl)acetamidine
  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
• 作为产物：
  描述：

  3-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-5-amine 、 S-(2-naphthylmethyl)thioacetimidate hydrobromide 以 乙醇 为溶剂， 以63%的产率得到N-(3-(2-chlorophenyl)-4-(4-chlorophenyl)-1H-pyrazol-5-yl)acetamidine hydrobromide
  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