methyl 2-(2-amino-3-pyridyl)-1-[2-(1-cyclohexenyl)ethyl]-1H-benzo[d]imidazole-5-carboxylate | 1430101-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: methyl 2-(2-amino-3-pyridyl)-1-[2-(1-cyclohexenyl)ethyl]-1H-benzo[d]imidazole-5-carboxylate
• CAS: 1430101-83-9
• 化学式: C₂₂H₂₄N₄O₂
• 分子量: 376.458
• InChiKey: FGPLPOCAIYSVJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  83.03
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  异氰酸叔丁酯 、 methyl 2-(2-amino-3-pyridyl)-1-[2-(1-cyclohexenyl)ethyl]-1H-benzo[d]imidazole-5-carboxylate 、 苯甲醛 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 neat (no solvent) 为溶剂， 以90%的产率得到methyl 2-[3-(tert-butylamino)-2-phenylimidazo[1,2-a]pyridin-8-yl]-1-[2-(1-cyclohexenyl)ethyl]-1H-benzo[d]imidazole-5-carboxylate
  参考文献：
  名称：

  Multicomponent Solvent-Free Synthesis Of Benzimidazolyl Imidazo[1,2-a]-pyridine Under Microwave Irradiation

  摘要：

  A novel one-pot, three-component reaction employing variously substituted benzimidazole-linked amino pyridines, aldehydes, and isonitriles catalyzed by scandium(III) triflate under solvent-free conditions were accomplished. This new synthetic methodology facilitates the rapid generation of intricate molecular frameworks in three-dimensional fashion leading to benzinaidazole-imidazo [1,2-a] pyridines. This approach is envisioned as an environmentally benign process and a simple operation to the biological interesting compounds. The present synthetic sequence permits the introduction of three points of structural diversity to expand chemical space with high purity and excellent yields.

  DOI：

  10.1021/co400010y
• 作为产物：
  描述：

  methyl 4-[2-(1-cyclohexenyl)ethyl]amino-3-nitrobenzoate 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 甲酸铵 、 magnesium sulfate 、 三乙胺 、 三氟乙酸 、 锌 作用下， 以 甲醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.42h， 生成 methyl 2-(2-amino-3-pyridyl)-1-[2-(1-cyclohexenyl)ethyl]-1H-benzo[d]imidazole-5-carboxylate
  参考文献：
  名称：

  Multicomponent Solvent-Free Synthesis Of Benzimidazolyl Imidazo[1,2-a]-pyridine Under Microwave Irradiation

  摘要：

  A novel one-pot, three-component reaction employing variously substituted benzimidazole-linked amino pyridines, aldehydes, and isonitriles catalyzed by scandium(III) triflate under solvent-free conditions were accomplished. This new synthetic methodology facilitates the rapid generation of intricate molecular frameworks in three-dimensional fashion leading to benzinaidazole-imidazo [1,2-a] pyridines. This approach is envisioned as an environmentally benign process and a simple operation to the biological interesting compounds. The present synthetic sequence permits the introduction of three points of structural diversity to expand chemical space with high purity and excellent yields.

  DOI：

  10.1021/co400010y