3-(4-chlorophenyl)-4,6-dimethoxy-1H-indole-7-carbonyl cyanide | 1422975-86-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-(4-chlorophenyl)-4,6-dimethoxy-1H-indole-7-carbonyl cyanide
• CAS: 1422975-86-7
• 化学式: C₁₈H₁₃ClN₂O₃
• 分子量: 340.766
• InChiKey: STIFRDNQWYKQBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  75.11
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(4-chlorophenyl)-4,6-dimethoxy-1H-indole-7-carbonyl cyanide 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 生成 2-amino-1-[3-(4-chlorophenyl)-4,6-dimethoxy-1H-indol-7-yl]ethanone 、 2-amino-1-(4,6-dimethoxy-3-phenyl-1H-indol-7-yl)ethanone
  参考文献：
  名称：

  Synthesis of 5-(7′-indolyl)oxazoles and 2,5-di-(7′-indolyl)oxazoles

  摘要：

  The synthesis of 7-aminoacetylindoles was achieved via the hydrogenation of 7-acylcyanides, which were produced through the oxidation of indole-7-cyanohydrin silylether intermediates. 7-Oxotryptamines were subsequently converted into 5-(7'-indolyl)oxazoles by reaction with acetic anhydride followed by phosphoryl chloride, and to 2,5-di-(7'-indolyl)oxazoles by reaction with 7-trichloroacetylindoles followed by phosphoryl chloride. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.084
• 作为产物：
  描述：

  2-(3-(4-chlorophenyl)-4,6-dimethoxy-1H-indol-7-yl)-2-(trimethylsilyloxy)acetonitrile 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 以85%的产率得到3-(4-chlorophenyl)-4,6-dimethoxy-1H-indole-7-carbonyl cyanide
  参考文献：
  名称：

  Synthesis of 5-(7′-indolyl)oxazoles and 2,5-di-(7′-indolyl)oxazoles

  摘要：

  The synthesis of 7-aminoacetylindoles was achieved via the hydrogenation of 7-acylcyanides, which were produced through the oxidation of indole-7-cyanohydrin silylether intermediates. 7-Oxotryptamines were subsequently converted into 5-(7'-indolyl)oxazoles by reaction with acetic anhydride followed by phosphoryl chloride, and to 2,5-di-(7'-indolyl)oxazoles by reaction with 7-trichloroacetylindoles followed by phosphoryl chloride. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.084