5-(吡啶-3-氧基)吡啶-3-硼酸 | 918138-36-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-(吡啶-3-氧基)吡啶-3-硼酸
• 中文别名: 5-(吡啶-3-基氧基)吡啶-3-硼酸
• 英文名称: 5-(pyridin-3-yloxy)pyridin-3-yl boronic acid
• 英文别名: 5-(Pyridin-3-yloxy)pyridine-3-boronic acid；(5-pyridin-3-yloxypyridin-3-yl)boronic acid
• CAS: 918138-36-0
• 化学式: C₁₀H₉BN₂O₃
• 分子量: 216.004
• InChiKey: DWOMGHBSPVUWPJ-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  451.1±55.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  16
• 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-(吡啶-3-氧基)吡啶-3-硼酸 、 2-溴苯腈 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45%的产率得到2-(5-吡啶-3-氧基吡啶-3-基)苯甲腈
  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-(pyridin-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57%的产率得到5-(吡啶-3-氧基)吡啶-3-硼酸
  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

文献信息

• Novel oxybispyridylboronic acids: synthesis and study of their reactivity in Suzuki-type cross-coupling reactions
  作者：Anne Sophie Voisin、Alexandre Bouillon、Inmaculada Berenguer、Jean-Charles Lancelot、Aurélien Lesnard、Sylvain Rault

  DOI：10.1016/j.tet.2006.09.036

  日期：2006.12

  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.