ethyl 1-benzyl-5-methyl-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine-8-carboxylate | 134432-18-1

• 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: ethyl 1-benzyl-5-methyl-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine-8-carboxylate
• CAS: 134432-18-1
• 化学式: C₁₈H₂₄N₂O₂
• 分子量: 300.401
• InChiKey: GITXJSPCJMEQBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,3-二溴丁烷 、 1-benzyl-2-(ethoxycarbonylmethylene)-2,3,4,5-tetrahydroimidazole 以44%的产率得到ethyl 1-benzyl-5-methyl-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine-8-carboxylate
  参考文献：
  名称：

  Perkin communications. A new sequence for the C^α-alkylation of 4,5-dihydroimidazoles

  摘要：

  The C-alkylation of 1-benzyl-2-(ethoxycarbonylmethylene)-2,3,4,5-tetrahydroimidazole with halogeno- and dihalogeno-alkanes is described; subsequent removal of the ethoxycarbonyl group provides a new route to 2-alkyl-4,5-dihydroimidazoles. 1,3-Dihalogenoalkanes afford imidazo[1,2-a]pyridines.

  DOI：

  10.1039/p19910000953

文献信息

• Perkin communications. A new sequence for the C^α-alkylation of 4,5-dihydroimidazoles
  作者：Raymond C. F. Jones、Simon C. Hirst、Ian Turner

  DOI：10.1039/p19910000953

  日期：——

  The C-alkylation of 1-benzyl-2-(ethoxycarbonylmethylene)-2,3,4,5-tetrahydroimidazole with halogeno- and dihalogeno-alkanes is described; subsequent removal of the ethoxycarbonyl group provides a new route to 2-alkyl-4,5-dihydroimidazoles. 1,3-Dihalogenoalkanes afford imidazo[1,2-a]pyridines.
• Alkylation of an imidazolidine enaminoester: A new sequence for the Cα-alkylation of 4,5-dihydroimidazoles
  作者：Raymond C.F Jones、Pravin Patel、Simon C Hirst、Ian Turner

  DOI：10.1016/s0040-4020(97)00752-7

  日期：1997.8

  1-Benzyl-2-(ethoxycarbonylmethylene)-2,3 undergoes preferred C-alkylation with halogenoalkanes, dihalogenoalkanes and epoxides: subsequent removal of of the ethoxycarbonyl group provides a new route to 2-alkyl-4,5-dihydroimidazoles. 1,3-Dihalogenoalkanes afford imidazo[1,2-a]pyridines via C,N-dialkylation. (C) 1997 Elsevier Science Ltd.