2-(Biphenyl-4-yl)-2-oxoethanaminium

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(Biphenyl-4-yl)-2-oxoethanaminium
• 英文别名: [2-oxo-2-(4-phenylphenyl)ethyl]azanium
• 化学式: C₁₄H₁₃NO*H
• 分子量: 212.271
• InChiKey: DWDFSNARQSUYQN-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-吲哚乙醛酸 、 2-(Biphenyl-4-yl)-2-oxoethanaminium 在 N,N'-羰基二咪唑 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 1.0h， 生成 N-[2-(1,1’-biphenyl-4-yl)-2-oxoethyl]-2-(1H-indol-3-yl)-2-oxoacetamide
  参考文献：
  名称：

  Effective synthesis of 3,5-diaryl-(1H)-pyrazin-2-ones via microwave mediated ring closure

  摘要：

  In this study we report on a flexible straight forward synthesis toward novel 3,5-diaryl-(1H)-pyrazin-2-ones. Our synthetic strategy involved an acyclic di-keto derivative as key intermediate. The final pyrazin-2-one ring closure reaction was yield-optimized by using a microwave mediated procedure and ammoniumacetate as nitrogen source. Our method is a suitable alternative to palladium-catalyzed coupling reactions for the 3,5-diaryl decoration of the (1H)-pyrazin-2-one scaffold. Since the (1H)-pyrazin-2-ones is present as scaffold in a number of biologically active compounds the reported synthetic platform is a useful approach to generate a set of highly diverse 3,5-diaryl-(1H)-pyrazin-2-one compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.095