N-(3,6,6-trimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-indazol-4-yl)acetamide | 620545-34-8

• 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-(3,6,6-trimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-indazol-4-yl)acetamide
• 英文别名: N-(3,6,6-trimethyl-1-phenyl-5,7-dihydro-4H-indazol-4-yl)acetamide
• CAS: 620545-34-8
• 化学式: C₁₈H₂₃N₃O
• 分子量: 297.4
• InChiKey: DOTFUELAUAWDSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-苯基-3,6,6-三甲基-6,7-二氢-1氢-吲哚-4(5氢)-酮 在 sodium tetrahydroborate 、 硫酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 N-(3,6,6-trimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-indazol-4-yl)acetamide
  参考文献：
  名称：

  A facile synthesis of 4-acylamino-tetrahydroindazoles via the Ritter reaction

  摘要：

  A new route toward 4-acylamino- and 4-amino-substituted tetrahydroindazoles is disclosed. The title compounds are obtained in good to excellent yields in the Ritter reaction between 4-hydroxy-tetrahydroindazoles and various nitriles. The reactivity of the tetrahydroindazole-derived carbenium ion is both sufficiently high to react with trichloroacetonitrile and sufficiently selective to resist the azide functionality within its structure. The present approach adds a method to the toolbox of tetrahydroindazole chemistry and facilitates the structural modifications of the scaffold, which has found important applications in medicinal chemistry. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.074