1-(2-bromobenzyl)-2-(isopropylaminomethyl)-1H-imidazole | 1428074-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-bromobenzyl)-2-(isopropylaminomethyl)-1H-imidazole
• 英文别名: N-[[1-[(2-bromophenyl)methyl]imidazol-2-yl]methyl]propan-2-amine
• CAS: 1428074-70-7
• 化学式: C₁₄H₁₈BrN₃
• 分子量: 308.221
• InChiKey: WGVWSMUDPOOTTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-bromobenzyl)-2-(isopropylaminomethyl)-1H-imidazole 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium tert-butylate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以68%的产率得到4,10-dihydro-5H-isopropylimidazo[2,1-c][1,4]benzodiazepine
  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：

  1-(2-bromobenzyl)-1H-imidazole-2-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 1-(2-bromobenzyl)-2-(isopropylaminomethyl)-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

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.