butyl 6-aminobenzimidazo[2,1-a]isoquinoline-5-carboxylate | 1301148-78-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: butyl 6-aminobenzimidazo[2,1-a]isoquinoline-5-carboxylate
• 英文别名: Butyl 6-aminobenzimidazolo[2,1-a]isoquinoline-5-carboxylate
• CAS: 1301148-78-6
• 化学式: C₂₀H₁₉N₃O₂
• 分子量: 333.39
• InChiKey: YPNSYDZQGWUSMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(2-溴苯基)苯并咪唑 、 氰乙酸正丁酯 在 copper(l) iodide 、 potassium carbonate 、 六氢吡啶-alpha-羧酸 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以78%的产率得到butyl 6-aminobenzimidazo[2,1-a]isoquinoline-5-carboxylate
  参考文献：
  名称：

  Copper-Catalyzed Cascade Synthesis of Alkyl 6-Aminobenzimidazo[2,1-a]isoquinoline-5-carboxylates

  摘要：

  A convenient and efficient copper-catalyzed cascade method has been developed for synthesis of benzimidazoisoquinoline derivatives via reactions of readily available substituted 2-(2-halophenyObenzoimidazoles with alkyl cyanoacetates under mild condition, and the corresponding alkyl 6-aminobenzimidazo[2,1-a]isoquinoline-5-carboxylates were obtained in good to excellent yields. The novel method provides diverse and useful poly N-heterocyclic compounds for combinatorial chemistry and medicinal chemistry.

  DOI：

  10.1021/jo200508q

文献信息

• Copper-Catalyzed Cascade Synthesis of Alkyl 6-Aminobenzimidazo[2,1-<i>a</i>]isoquinoline-5-carboxylates
  作者：Juyou Lu、Hua Fu

  DOI：10.1021/jo200508q

  日期：2011.6.3

  A convenient and efficient copper-catalyzed cascade method has been developed for synthesis of benzimidazoisoquinoline derivatives via reactions of readily available substituted 2-(2-halophenyObenzoimidazoles with alkyl cyanoacetates under mild condition, and the corresponding alkyl 6-aminobenzimidazo[2,1-a]isoquinoline-5-carboxylates were obtained in good to excellent yields. The novel method provides diverse and useful poly N-heterocyclic compounds for combinatorial chemistry and medicinal chemistry.