3-[(benzylamino)(4-nitrophenyl)methyl]-1H-indole-2-carboxylic acid | 1581247-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-[(benzylamino)(4-nitrophenyl)methyl]-1H-indole-2-carboxylic acid
• 英文别名: 3-[(benzylamino)-(4-nitrophenyl)methyl]-1H-indole-2-carboxylic acid
• CAS: 1581247-86-0
• 化学式: C₂₃H₁₉N₃O₄
• 分子量: 401.422
• InChiKey: NKLZKTYSJOTNLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[(benzylamino)(4-nitrophenyl)methyl]-1H-indole-2-carboxylic acid 在 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以93%的产率得到2-benzyl-1-(4-nitrophenyl)-1,2-dihydropyrrolo[3,4-b]indol-3(4H)-one
  参考文献：
  名称：

  Synthesis of 1,2-disubstituted 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-one derivatives

  摘要：

  A facile and efficient method for the synthesis of 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-one derivatives via a two-step reaction has been developed. The starting materials of 1H-indole-2-carboxylic acid, aldehyde, and amine are mixed and refluxed in ethanol to generate Mannich products, which are dehydrated in the presence of 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluroniumto form the desired products, 1,2-dihydropyrrolo[3,4-b] indol-3(4H)-ones.

  DOI：

  10.1007/s00706-014-1171-3
• 作为产物：
  描述：

  吲哚-2-羧酸 、 对硝基苯甲醛 、 苄胺 以 乙醇 为溶剂， 反应 1.0h， 以93%的产率得到3-[(benzylamino)(4-nitrophenyl)methyl]-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of 1,2-disubstituted 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-one derivatives

  摘要：

  A facile and efficient method for the synthesis of 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-one derivatives via a two-step reaction has been developed. The starting materials of 1H-indole-2-carboxylic acid, aldehyde, and amine are mixed and refluxed in ethanol to generate Mannich products, which are dehydrated in the presence of 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluroniumto form the desired products, 1,2-dihydropyrrolo[3,4-b] indol-3(4H)-ones.

  DOI：

  10.1007/s00706-014-1171-3