2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-hydroxy-N-(pyridin-4-yl)acetamide

• 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: 2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-hydroxy-N-(pyridin-4-yl)acetamide
• 英文别名: 2-[1-[(4-chlorophenyl)methyl]indol-3-yl]-2-hydroxy-N-pyridin-4-ylacetamide
• 化学式: C₂₂H₁₈ClN₃O₂
• 分子量: 391.857
• InChiKey: JIPUUZBVXQBATJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  67.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-hydroxy-N-(pyridin-4-yl)acetamide 在 硝酸 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以73.3%的产率得到2,2-bis[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(pyridin-4-yl)acetamide
  参考文献：
  名称：

  A Facile Synthesis of Symmetrical and Unsymmetrical Bis(indolyl)acetamides Mediated by Protic Acid

  摘要：

  We report the preparation of symmetrical bis(indolyl)acetamides using the dimerization of 2-hydroxy-(2-indolyl)acetamides and unsymmetrical bis(indolyl)acetamides via electrophilic substitution of indoles with 2-hydroxy-(2-indolyl)acetamides. Both conversions were mediated by protic acid in THF at room temperature.

  DOI：

  10.3987/com-11-12220
• 作为产物：
  描述：

  2-(1-(4-氯苄基)-1H-吲哚-3-基)-2-氧代-N-(吡啶-4-基)乙酰胺 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以82.3%的产率得到2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-hydroxy-N-(pyridin-4-yl)acetamide
  参考文献：
  名称：

  A Facile Synthesis of Symmetrical and Unsymmetrical Bis(indolyl)acetamides Mediated by Protic Acid

  摘要：

  We report the preparation of symmetrical bis(indolyl)acetamides using the dimerization of 2-hydroxy-(2-indolyl)acetamides and unsymmetrical bis(indolyl)acetamides via electrophilic substitution of indoles with 2-hydroxy-(2-indolyl)acetamides. Both conversions were mediated by protic acid in THF at room temperature.

  DOI：

  10.3987/com-11-12220

文献信息

• A Facile Synthesis of Symmetrical and Unsymmetrical Bis(indolyl)acetamides Mediated by Protic Acid
  作者：Mao-Sheng Cheng、Hong Chen、Fei-Yue Hao、Li Pan、Hai Shang

  DOI：10.3987/com-11-12220

  日期：——

  We report the preparation of symmetrical bis(indolyl)acetamides using the dimerization of 2-hydroxy-(2-indolyl)acetamides and unsymmetrical bis(indolyl)acetamides via electrophilic substitution of indoles with 2-hydroxy-(2-indolyl)acetamides. Both conversions were mediated by protic acid in THF at room temperature.