tert-butyl 3-(pyrimidin-5-yl)benzoate | 1595294-71-5

• 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: tert-butyl 3-(pyrimidin-5-yl)benzoate
• 英文别名: Tert-butyl 3-pyrimidin-5-ylbenzoate
• CAS: 1595294-71-5
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: UFUFIKWSNWXTLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(叔丁氧基羰基)-苯硼酸 、 5-碘嘧啶 在 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 以99%的产率得到tert-butyl 3-(pyrimidin-5-yl)benzoate
  参考文献：
  名称：

  A General Suzuki Cross-Coupling Reaction of Heteroaromatics Catalyzed by Nanopalladium on Amino-Functionalized Siliceous Mesocellular Foam

  摘要：

  Suzuki-Miyaura cross-coupling reactions of heteroaromatics catalyzed by palladium supported in the cavities of amino-functionalized siliceous mesocellular foam are presented. The nanopalladium catalyst effectively couples not only heteroaryl halides with boronic acids but also heteroaryl halides with boronate esters, potassium trifluoroborates, MIDA boronates, and triolborates, producing a wide range of heterobiaryls in good to excellent yields. Furthermore, the heterogeneous palladium nanocatalyst can easily be removed from the reaction mixture by filtration and recycled several times with minimal loss in activity. This catalyst provides an alternative, environmentally friendly, low-leaching process for the preparation of heterobiaryls.

  DOI：

  10.1021/jo500409r