2-amino-N-(2-morpholin-4-ylethyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide | 1261167-47-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 2-amino-N-(2-morpholin-4-ylethyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide
• CAS: 1261167-47-8
• 化学式: C₁₄H₁₉N₅O₂
• 分子量: 289.337
• InChiKey: OYROBLSUPSACTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  96.3
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 盐酸 、 iron(III) chloride 、 水 、 锌 作用下， 反应 1.0h， 生成 2-amino-N-(2-morpholin-4-ylethyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide
  参考文献：
  名称：

  One-Pot Synthesis of 2-Amino-indole-3-carboxamide and Analogous

  摘要：

  An efficient one-pot, two-step solution-phase synthetic method was developed to synthesize twenty-three 2-amino-indole-3-carboxamides (3) from 2-halonitrobenzene (1) or heterocyclic analogous and cyanoacetamides (2). In this sequence, first, intermediate 2cyano-2-(2-nitrophenyl)acetamide (4) was generated under basic condition via S(NAr) reaction; after direct addition of hydrochloric acid solution, FeCl(3), and Zn powder, indole 3 was generated via reduction/cyclization process.

  DOI：

  10.1021/co100040z

文献信息

• One-Pot Synthesis of 2-Amino-indole-3-carboxamide and Analogous
  作者：Kan Wang、Eberhardt Herdtweck、Alexander Dömling

  DOI：10.1021/co100040z

  日期：2011.3.14

  An efficient one-pot, two-step solution-phase synthetic method was developed to synthesize twenty-three 2-amino-indole-3-carboxamides (3) from 2-halonitrobenzene (1) or heterocyclic analogous and cyanoacetamides (2). In this sequence, first, intermediate 2cyano-2-(2-nitrophenyl)acetamide (4) was generated under basic condition via S(NAr) reaction; after direct addition of hydrochloric acid solution, FeCl(3), and Zn powder, indole 3 was generated via reduction/cyclization process.