methyl 2-[4a-methyl-1-oxo-5-(2-phenylethyl)-3,4-dihydro-2H-pyrido[1,2-a]benzimidazol-8-yl]-1-[2-(cyclohexen-1-yl)ethyl]benzimidazole-5-carboxylate | 1309802-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: methyl 2-[4a-methyl-1-oxo-5-(2-phenylethyl)-3,4-dihydro-2H-pyrido[1,2-a]benzimidazol-8-yl]-1-[2-(cyclohexen-1-yl)ethyl]benzimidazole-5-carboxylate
• CAS: 1309802-91-2
• 化学式: C₃₇H₄₀N₄O₃
• 分子量: 588.75
• InChiKey: OEHWERPSGNTGKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(1-环己烯基)乙胺 在 吡啶 、 ammonium hydroxide 、 sodium methylate 、 magnesium sulfate 、 三氟乙酸 、 锌 作用下， 以 甲醇 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 0.75h， 生成 methyl 2-[4a-methyl-1-oxo-5-(2-phenylethyl)-3,4-dihydro-2H-pyrido[1,2-a]benzimidazol-8-yl]-1-[2-(cyclohexen-1-yl)ethyl]benzimidazole-5-carboxylate
  参考文献：
  名称：

  Ionic liquid supported multistep divergent synthesis of benzimidazole linked pyrrolo-/pyrido-/isoindolo-benzimidazolones

  摘要：

  Diversity oriented parallel synthesis for bis-heterocyclic skeletal novel benzimidazole linked pyrrolo-/pyrido-benzimidazolones and benzimidazole linked isoindolo-benzimidazolones has been developed on ionic liquid support under microwave irradiation by utilizing the cascade cyclization. The key tandem transformation comprises (i) amino-alkylation of immobilized o-phenylenediamine with ketoacids, (ii) intramolecular cyclization through secondary amine on electrophilic imine carbon toward pentacyclic aza-ring and (iii) second amido-cyclization to deliver cycloamide ring. The synergy arises by combined use of microwave heating with ionic liquid support which is very effectively used to speed up multistep synthesis of biological interesting heterocycles. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.046

文献信息

• Ionic liquid supported multistep divergent synthesis of benzimidazole linked pyrrolo-/pyrido-/isoindolo-benzimidazolones
  作者：Suman Thummanagoti、Gorakh S. Yellol、Chung-Ming Sun

  DOI：10.1016/j.tetlet.2011.03.046

  日期：2011.6

  Diversity oriented parallel synthesis for bis-heterocyclic skeletal novel benzimidazole linked pyrrolo-/pyrido-benzimidazolones and benzimidazole linked isoindolo-benzimidazolones has been developed on ionic liquid support under microwave irradiation by utilizing the cascade cyclization. The key tandem transformation comprises (i) amino-alkylation of immobilized o-phenylenediamine with ketoacids, (ii) intramolecular cyclization through secondary amine on electrophilic imine carbon toward pentacyclic aza-ring and (iii) second amido-cyclization to deliver cycloamide ring. The synergy arises by combined use of microwave heating with ionic liquid support which is very effectively used to speed up multistep synthesis of biological interesting heterocycles. (C) 2011 Elsevier Ltd. All rights reserved.