4-(p-chlorophenyl)-2-(2-naphthyl)pyrido[2,3-b]indolizine-10-carbonitrile | 1133220-76-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(p-chlorophenyl)-2-(2-naphthyl)pyrido[2,3-b]indolizine-10-carbonitrile
• CAS: 1133220-76-4
• 化学式: C₂₈H₁₆ClN₃
• 分子量: 429.908
• InChiKey: UDVNNMWWAKVMOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  32.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.09
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-萘乙酮 、 2-amino-3-(4-chlorobenzoyl)indolizine-1-carbonitrile 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以48%的产率得到4-(p-chlorophenyl)-2-(2-naphthyl)pyrido[2,3-b]indolizine-10-carbonitrile
  参考文献：
  名称：

  Preparation of New Nitrogen-bridged Heterocycles. 64. A Smooth Formation of 2,4-Diarylpyrido[2,3-b]indolizine-10-carbonitrile Derivatives

  摘要：

  The syntheses of the title compounds from the reactions of 2-amino-3-(arylcarbonyl)indolizine-1-carbonitriles with various acetophenones in the presence of strong base were investigated. When the reactions were carried out between 2-aminoindolizines and 1.2-equimolar amounts of acetophenones, the yields for the target molecules were low or very low. However, when a large excess of acetophenones were used without any solvent or in as small as amount of solvent as possible, their yields were considerably improved. The smooth hydrolysis of the 10-cyano group to the carbamoyl one was also observed.

  DOI：

  10.3987/com-08-s(f)44