2-(3-Pyrazin-2-ylphenyl)pyrazine | 1296140-82-3

• 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: 2-(3-Pyrazin-2-ylphenyl)pyrazine
• CAS: 1296140-82-3
• 化学式: C₁₄H₁₀N₄
• 分子量: 234.26
• InChiKey: QBZFUUXVCPFEED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯吡嗪 、 1,3-二溴苯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 联硼酸频那醇酯 、 水 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以75%的产率得到2-(3-Pyrazin-2-ylphenyl)pyrazine
  参考文献：
  名称：

  Single-flask preparation of polyazatriaryl ligands by sequential borylation/Suzuki–Miyaura coupling

  摘要：

  We report a convenient single-flask methodology for the preparation of polyazatriaryl products with relevance to luminescence, catalysis, and pharmacology. The diborylation of 1,3-dibromobenzenes and double Suzuki-Miyaura coupling produces 1,3-diheteroarylbenzenes. Similarly, borylation of heteroaryl halides and double coupling to 2,6-clichloropyridine produces 2,6-diheteroarylpyridines. This methodology appears general in producing challenging polyheteroaryl targets as long as the boronic esters have no ortho heteroatoms and coupling avoids adjacent oxygens. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.136

文献信息

• Single-flask preparation of polyazatriaryl ligands by sequential borylation/Suzuki–Miyaura coupling
  作者：Bertoldo Avitia、Eric MacIntosh、Samuel Muhia、Eric Kelson

  DOI：10.1016/j.tetlet.2011.01.136

  日期：2011.4

  We report a convenient single-flask methodology for the preparation of polyazatriaryl products with relevance to luminescence, catalysis, and pharmacology. The diborylation of 1,3-dibromobenzenes and double Suzuki-Miyaura coupling produces 1,3-diheteroarylbenzenes. Similarly, borylation of heteroaryl halides and double coupling to 2,6-clichloropyridine produces 2,6-diheteroarylpyridines. This methodology appears general in producing challenging polyheteroaryl targets as long as the boronic esters have no ortho heteroatoms and coupling avoids adjacent oxygens. (C) 2011 Elsevier Ltd. All rights reserved.