1-(2-bromo-5-methoxybenzyl)-1H-imidazole-2-carbaldehyde | 1428074-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-bromo-5-methoxybenzyl)-1H-imidazole-2-carbaldehyde
• 英文别名: 1-[(2-Bromo-5-methoxyphenyl)methyl]imidazole-2-carbaldehyde
• CAS: 1428074-63-8
• 化学式: C₁₂H₁₁BrN₂O₂
• 分子量: 295.136
• InChiKey: KWRCEZPMCLHHFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-bromo-5-methoxybenzyl)-1H-imidazole-2-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 1-(2-bromo-5-methoxybenzyl)-2-(phenylaminomethyl)-1H-imidazole
  参考文献：
  名称：

  Efficient Synthesis of Imidazole-Fused Benzodiazepines Using Palladium-Catalyzed­ Intramolecular C–N Bond Formation Reaction

  摘要：

  An efficient three-step synthetic route to imidazole-fused benzodiazepines from imidazole-2-carbaldehyde is described. Application of intramolecular Buchwald-Hartwig cycloamination reaction in the final step is shown to be a convenient method for the synthesis of fused seven-membered diazacycles. The reactions proceeded smoothly with both aliphatic and aromatic amines.

  DOI：

  10.1055/s-0032-1316828
• 作为产物：
  描述：

  2-溴-5-甲氧基溴苄 、 2-咪唑甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.5h， 以94%的产率得到1-(2-bromo-5-methoxybenzyl)-1H-imidazole-2-carbaldehyde
  参考文献：
  名称：

  Efficient Synthesis of Imidazole-Fused Benzodiazepines Using Palladium-Catalyzed­ Intramolecular C–N Bond Formation Reaction

  摘要：

  An efficient three-step synthetic route to imidazole-fused benzodiazepines from imidazole-2-carbaldehyde is described. Application of intramolecular Buchwald-Hartwig cycloamination reaction in the final step is shown to be a convenient method for the synthesis of fused seven-membered diazacycles. The reactions proceeded smoothly with both aliphatic and aromatic amines.

  DOI：

  10.1055/s-0032-1316828

文献信息

• Efficient Synthesis of Imidazole-Fused Benzodiazepines Using Palladium-Catalyzed­ Intramolecular C–N Bond Formation Reaction
  作者：Partha Chattopadhyay、Sudipta Mitra、Heena Darira

  DOI：10.1055/s-0032-1316828

  日期：——

  An efficient three-step synthetic route to imidazole-fused benzodiazepines from imidazole-2-carbaldehyde is described. Application of intramolecular Buchwald-Hartwig cycloamination reaction in the final step is shown to be a convenient method for the synthesis of fused seven-membered diazacycles. The reactions proceeded smoothly with both aliphatic and aromatic amines.