2-(2,6-dichloro-4-methoxylphenyl)pyrimidine | 1224437-72-2

• 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-dichloro-4-methoxylphenyl)pyrimidine
• 英文别名: 2-(2,6-dichloro-4-methoxyphenyl)pyrimidine；2-(2,6-Dichloro-4-methoxyphenyl)pyrimidine
• CAS: 1224437-72-2
• 化学式: C₁₁H₈Cl₂N₂O
• 分子量: 255.103
• InChiKey: SJLOROOHJZORSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(4-甲氧基苯基)嘧啶 在 2-(2'-pyrimidyl)phenylpalladium(II) acetate 、 copper(II) trifluoroacetate 、 calcium chloride 作用下， 以 溶剂黄146 为溶剂， 反应 11.0h， 以88%的产率得到2-(2,6-dichloro-4-methoxylphenyl)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

文献信息

• Palladium-Catalyzed Monoselective Halogenation of CH Bonds: Efficient Access to Halogenated Arylpyrimidines using Calcium Halides
  作者：Bingrui Song、Xiaojian Zheng、Jun Mo、Bin Xu

  DOI：10.1002/adsc.200900778

  日期：2010.2.15

  A wide variety of ortho-halogenated arylpyrimidines were prepared with high monoselectivity and functional-group tolerance by using calcium halides as crucial halogenating agents and cupric trifluoroacetate as oxidant in the presence of air.

  通过在空气中使用卤化钙作为关键的卤化剂和三氟乙酸铜作为氧化剂，制备了具有高单选择性和官能团耐受性的多种邻卤代芳基嘧啶。
• Direct synthesis of ortho-dihalogenated arylpyrimidines using calcium halides as halogen sources
  作者：Xiaojian Zheng、Bingrui Song、Guifei Li、Bingxin Liu、Hongmei Deng、Bin Xu

  DOI：10.1016/j.tetlet.2010.10.061

  日期：2010.12

  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.