2-(2,6-dibromo-4-chlorophenyl)pyrimidine | 1217189-21-3

• 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: 2-(2,6-dibromo-4-chlorophenyl)pyrimidine
• 英文别名: 2-(2,6-Dibromo-4-chlorophenyl)pyrimidine
• CAS: 1217189-21-3
• 化学式: C₁₀H₅Br₂ClN₂
• 分子量: 348.424
• InChiKey: OVRPHRWFHDAAEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(4-chlorophenyl)pyrimidine 在 2-(2'-pyrimidyl)phenylpalladium(II) acetate 、 copper(II) trifluoroacetate 、 calcium bromide 作用下， 以 溶剂黄146 为溶剂， 反应 32.0h， 以86%的产率得到2-(2,6-dibromo-4-chlorophenyl)pyrimidine
  参考文献：
  名称：

  Direct synthesis of ortho-dihalogenated arylpyrimidines using calcium halides as halogen sources

  摘要：

  Pyrimidines and their derivatives have been used as important motifs in materials and medicinal chemistry. In this Letter, a wide variety of ortho-dihalogenated arylpyrimidines were synthesized with high yields and functional-group tolerance using calcium halides as crucial halogenating agents and cupric trifluoroacetate as oxidant in the presence of air. The generated dichlorinated products could be further manipulated by stepwise Suzuki-Miyaura reaction to afford a wide range of ortho-functionalized arylpyrimidines amenable to physical and biological evaluations. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.061