(Z)-5-(3-(2-bromo-1-fluorovinyl)phenyl)pyrimidine | 1206904-80-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (Z)-5-(3-(2-bromo-1-fluorovinyl)phenyl)pyrimidine
• CAS: 1206904-80-4
• 化学式: C₁₂H₈BrFN₂
• 分子量: 279.111
• InChiKey: JHRQMMJNYLUDAS-XGICHPGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (Z)-5-(3-(2-bromo-1-fluorovinyl)phenyl)pyrimidine 、 5-吲哚硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 反应 10.0h， 以73%的产率得到(Z)-5-(2-fluoro-2-(3-(pyrimidin-5-yl)phenyl)vinyl)-1H-indole
  参考文献：
  名称：

  A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics

  摘要：

  The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.099
• 作为产物：
  描述：

  (Z)-1-(2-bromo1-fluorovinyl)-3-iodobenzene 、 5-嘧啶硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以64%的产率得到(Z)-5-(3-(2-bromo-1-fluorovinyl)phenyl)pyrimidine
  参考文献：
  名称：

  A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics

  摘要：

  The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.099