4-(4-chlorophenyl)-2-phenylpyrido[2,3-b]indolizine-10-carbonitrile | 1133220-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(4-chlorophenyl)-2-phenylpyrido[2,3-b]indolizine-10-carbonitrile
• 英文别名: 4-(p-chlorophenyl)-2-phenylpyrido[2,3-b]indolizine-10-carbonitrile；4-(4-Chlorophenyl)-2-phenylpyrido[2,3-b]indolizine-10-carbonitrile
• CAS: 1133220-66-2
• 化学式: C₂₄H₁₄ClN₃
• 分子量: 379.848
• InChiKey: TVDIXRADBZBPMT-UHFFFAOYSA-N

物化性质

• 熔点：
  292 °C(Solvent: Chloroform; Hexane)
• 沸点：
  473.7±45.0 °C(predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯查耳酮 、 1,1'-[2-amino-1-cyanoprop-1-ene-1,3-diyl]dipyridinium dichloride 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 96.0h， 以90%的产率得到4-(4-chlorophenyl)-2-phenylpyrido[2,3-b]indolizine-10-carbonitrile
  参考文献：
  名称：

  一锅法合成取代吡啶并[2,3- b ]吲哚嗪

  摘要：

  开发了一种高效，新颖的合成取代吡啶并[2,3 - b ]吲哚并嗪-10-腈的方法。这些结构实际上是无法通过前述方法获得的。级联转化涉及α，β-不饱和羰基化合物与由1-（氰甲基）吡啶鎓氯化物制备的稳定二聚体的反应。反应在乙醇/水和乙酸钠存在下于回流条件下进行。该程序代表了对吡啶并[2,3- b ]吲哚嗪核心结构的环保区域选择性方法。

  DOI：

  10.1016/j.tet.2010.12.047

文献信息

• Preparation of New Nitrogen-bridged Heterocycles. 64. A Smooth Formation of 2,4-Diarylpyrido[2,3-b]indolizine-10-carbonitrile Derivatives
  作者：Akikazu Kakehi、Hiroyuki Suga、Shuichi Sato

  DOI：10.3987/com-08-s(f)44

  日期：——

  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.
• A one-pot synthesis of substituted pyrido[2,3-b]indolizines
  作者：Fernanda Proença、Marta Costa

  DOI：10.1016/j.tet.2010.12.047

  日期：2011.2

  An efficient and novel approach to the synthesis of substituted pyrido[2,3-b]indolizine-10-carbonitriles was developed. These structures are practically unavailable through previously described methods. The cascade transformation involves the reaction of α,β-unsaturated carbonyl compounds with a stable dimer prepared from 1-(cyanomethyl)pyridinium chloride. The reaction was performed under reflux conditions

  开发了一种高效，新颖的合成取代吡啶并[2,3 - b ]吲哚并嗪-10-腈的方法。这些结构实际上是无法通过前述方法获得的。级联转化涉及α，β-不饱和羰基化合物与由1-（氰甲基）吡啶鎓氯化物制备的稳定二聚体的反应。反应在乙醇/水和乙酸钠存在下于回流条件下进行。该程序代表了对吡啶并[2,3- b ]吲哚嗪核心结构的环保区域选择性方法。