5-(5-chloropyridin-3-yloxy)pyridin-3-yl boronic acid | 918138-37-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(5-chloropyridin-3-yloxy)pyridin-3-yl boronic acid
• 英文别名: (5-((5-Chloropyridin-3-yl)oxy)pyridin-3-yl)boronic acid；[5-(5-chloropyridin-3-yl)oxypyridin-3-yl]boronic acid
• CAS: 918138-37-1
• 化学式: C₁₀H₈BClN₂O₃
• 分子量: 250.449
• InChiKey: UUTMGLNJFXVFJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(5-chloropyridin-3-yloxy)pyridin-3-yl boronic acid 、 对溴苯甲醛 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 15.0h， 以66%的产率得到4-[5-(5-chloropyridin-3-yloxy)pyridin-3-yl]benzaldehyde
  参考文献：
  名称：

  Novel oxybispyridylboronic acids: synthesis and study of their reactivity in Suzuki-type cross-coupling reactions

  摘要：

  This paper sets forth the synthesis of novel oxybispyridylboronic acids, which are prepared from the corresponding halo-oxybispyridines via halogen-metal exchange using n-butyllithium and treatment with triisopropylborate. A range of efficient cross-coupling reactions of these novel boronic acids with selected aryl halides is described. This strategy produces novel pyridylethers of interest in cholinergic medicinal chemistry. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.036
• 作为产物：
  描述：

  3-bromo-5-(5-chloropyridin-3-yloxy)pyridine 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 乙醚 为溶剂， 反应 1.5h， 以35%的产率得到5-(5-chloropyridin-3-yloxy)pyridin-3-yl boronic acid
  参考文献：
  名称：

  Novel oxybispyridylboronic acids: synthesis and study of their reactivity in Suzuki-type cross-coupling reactions

  摘要：

  This paper sets forth the synthesis of novel oxybispyridylboronic acids, which are prepared from the corresponding halo-oxybispyridines via halogen-metal exchange using n-butyllithium and treatment with triisopropylborate. A range of efficient cross-coupling reactions of these novel boronic acids with selected aryl halides is described. This strategy produces novel pyridylethers of interest in cholinergic medicinal chemistry. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.036