5-(4-Cyanobenzoyl)-4,6-dihydrotriazolo[1,5-a][1,4]benzodiazepine-6-carbonitrile | 1358787-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 5-(4-Cyanobenzoyl)-4,6-dihydrotriazolo[1,5-a][1,4]benzodiazepine-6-carbonitrile
• CAS: 1358787-96-8
• 化学式: C₁₉H₁₂N₆O
• 分子量: 340.344
• InChiKey: XGYLWYNKDWFNPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  98.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-Cyanobenzoyl)-4,6-dihydrotriazolo[1,5-a][1,4]benzodiazepine-6-carbonitrile 、 溴化乙烯基三苯基膦 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到4-(9H-benzo[f]pyrrolo[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepin-11-yl)benzonitrile
  参考文献：
  名称：

  Application of a Sequential Multicomponent Assembly Process/Huisgen Cycloaddition Strategy to the Preparation of Libraries of 1,2,3-Triazole-Fused 1,4-Benzodiazepines

  摘要：

  A strategy featuring a multicomponent assembly process followed by an intramolecular azide-alkyne dipolar (Huisgen) cycloaddition was implemented for the facile synthesis of three different 1,2,3-triazolo-1,4-benzodiazepine scaffolds. A diverse library of 170 compounds derived from these scaffolds was then created through N-functionalizations, palladium catalyzed cross coupling reactions, and several applications of alpha-aminonitrile chemistry.

  DOI：

  10.1021/co2002087
• 作为产物：
  描述：

  2-叠氮基苯甲醛 在 吡啶 、 盐酸 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 生成 5-(4-Cyanobenzoyl)-4,6-dihydrotriazolo[1,5-a][1,4]benzodiazepine-6-carbonitrile
  参考文献：
  名称：

  Application of a Sequential Multicomponent Assembly Process/Huisgen Cycloaddition Strategy to the Preparation of Libraries of 1,2,3-Triazole-Fused 1,4-Benzodiazepines

  摘要：

  A strategy featuring a multicomponent assembly process followed by an intramolecular azide-alkyne dipolar (Huisgen) cycloaddition was implemented for the facile synthesis of three different 1,2,3-triazolo-1,4-benzodiazepine scaffolds. A diverse library of 170 compounds derived from these scaffolds was then created through N-functionalizations, palladium catalyzed cross coupling reactions, and several applications of alpha-aminonitrile chemistry.

  DOI：

  10.1021/co2002087

文献信息

• Application of a Sequential Multicomponent Assembly Process/Huisgen Cycloaddition Strategy to the Preparation of Libraries of 1,2,3-Triazole-Fused 1,4-Benzodiazepines
  作者：James R. Donald、Rebekah R. Wood、Stephen F. Martin

  DOI：10.1021/co2002087

  日期：2012.2.13

  A strategy featuring a multicomponent assembly process followed by an intramolecular azide-alkyne dipolar (Huisgen) cycloaddition was implemented for the facile synthesis of three different 1,2,3-triazolo-1,4-benzodiazepine scaffolds. A diverse library of 170 compounds derived from these scaffolds was then created through N-functionalizations, palladium catalyzed cross coupling reactions, and several applications of alpha-aminonitrile chemistry.