1-Methyl-3-(2-pyrazinyl)pyridinium tetraphenylborate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-Methyl-3-(2-pyrazinyl)pyridinium tetraphenylborate
• 英文别名: 2-(1-Methylpyridin-1-ium-3-yl)pyrazine;tetraphenylboranuide
• 化学式: C₁₀H₁₀N₃*C₂₄H₂₀B
• 分子量: 491.443
• InChiKey: RDNAFOJCDCLDCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  29.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯吡嗪 、 1-Methyl-3-(tributylstannyl)pyridinium tetraphenylborate 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以29%的产率得到1-Methyl-3-(2-pyrazinyl)pyridinium tetraphenylborate
  参考文献：
  名称：

  A General Method of Synthesis of Regiospecifically N-Oxidized or N-Quaternized Polyazines by Palladium-Catalyzed Cross-Coupling of N-Oxidized or N-Quaternized Hetaryl Stannanes

  摘要：

  N-Oxides of tributylstannylated pyridine, quinoline, and isoquinoline and tributylstannylated N-methiodides of pyridine and quinoline were readily prepared, many for the first time. In the presence of a palladium catalyst these materials were cross-coupled to various chloro, bromo, and iodo hetaryl halides to give polyazines having the N-functional group placed unequivocally in eleven different polycyclic ring systems. The use of tosylate as a counterion with quaternized salts minimized decomposition of the stannane.

  DOI：

  10.1021/jo00116a040

文献信息

• A General Method of Synthesis of Regiospecifically N-Oxidized or N-Quaternized Polyazines by Palladium-Catalyzed Cross-Coupling of N-Oxidized or N-Quaternized Hetaryl Stannanes
  作者：John A. Zoltewicz、Michael P. Cruskie

  DOI：10.1021/jo00116a040

  日期：1995.6

  N-Oxides of tributylstannylated pyridine, quinoline, and isoquinoline and tributylstannylated N-methiodides of pyridine and quinoline were readily prepared, many for the first time. In the presence of a palladium catalyst these materials were cross-coupled to various chloro, bromo, and iodo hetaryl halides to give polyazines having the N-functional group placed unequivocally in eleven different polycyclic ring systems. The use of tosylate as a counterion with quaternized salts minimized decomposition of the stannane.