5-acetyl-6-methyl-5,6-dihydro-4H-benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepine-6-carbonitrile | 1266452-38-3

• 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-acetyl-6-methyl-5,6-dihydro-4H-benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepine-6-carbonitrile
• 英文别名: 5-acetyl-6-methyl-4H-triazolo[1,5-a][1,4]benzodiazepine-6-carbonitrile
• CAS: 1266452-38-3
• 化学式: C₁₄H₁₃N₅O
• 分子量: 267.29
• InChiKey: NKSRLDJRWJZBAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,6-dihydro-4H-benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepine-6-carbonitrile 在 吡啶 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-acetyl-6-methyl-5,6-dihydro-4H-benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepine-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

• Synthesis and Diversification of 1,2,3-Triazole-Fused 1,4-Benzodiazepine Scaffolds
  作者：James R. Donald、Stephen F. Martin

  DOI：10.1021/ol1028404

  日期：2011.3.4

  A substituted heterocyclic scaffold comprising a 1,4-benzodiazepine fused with a 1,2,3-triazole ring has been synthesized and diversified via a variety of refunctionalizations. The strategy features the rapid assembly of the scaffold by combining 3−4 reactants in an efficient multicomponent assembly process, followed by an intramolecular Huisgen cycloaddition.

  包含与 1,2,3-三唑环稠合的 1,4-苯二氮卓类的取代杂环支架已通过各种再官能化合成和多样化。该策略的特点是通过在高效的多组分组装过程中组合 3-4 种反应物，然后进行分子内的 Huisgen 环加成，从而快速组装支架。
• 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.