N-(2-(5-bromo-1-((4-bromo-2-methoxyphenyl)amino)indol-3-yl)ethyl)acetamide | 1383939-52-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2-(5-bromo-1-((4-bromo-2-methoxyphenyl)amino)indol-3-yl)ethyl)acetamide
• CAS: 1383939-52-3
• 化学式: C₁₉H₁₉Br₂N₃O₂
• 分子量: 481.187
• InChiKey: OTYLBTSKMCUVCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  55.29
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-(2,5-dihydro-1H-pyrrol-1-yl)ethan-1-one 在 [RuHCl(CO)(PPh₃)₃] 、 溶剂黄146 作用下， 以 水 、 乙酸乙酯 、 甲苯 为溶剂， 反应 14.0h， 生成 N-(2-(5-bromo-1-((4-bromo-2-methoxyphenyl)amino)indol-3-yl)ethyl)acetamide
  参考文献：
  名称：

  Synthetic studies towards dendridine A: synthesis of hemi-dendridine A acetate by Fischer indolization

  摘要：

  A short synthesis of hemi-dendridine A acetate has been accomplished. The synthesis is based on a modified Fischer indolization that represents a rare example of the single-step synthesis of a 7-oxytryptamine from an ortho-oxygenated phenylhydrazine. The synthetic route required developing an efficient synthesis of N-acetyl-2-pyrroline, the key coupling partner for the modified Fischer indolization. Some interesting chemistry associated with the abnormal Fischer indolization has been uncovered, whereby two molecules of the phenylhydrazine substrate combined along the abnormal reaction pathway, affording an unusual N-phenylindoleamine product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.029