7-(3-methyl-[1,2,3]triazolo[1,5-a]pyridyl)boronic acid | 726666-27-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 英文名称: 7-(3-methyl-[1,2,3]triazolo[1,5-a]pyridyl)boronic acid
• 英文别名: (3-Methyltriazolo[1,5-a]pyridin-7-yl)boronic acid；(3-methyltriazolo[1,5-a]pyridin-7-yl)boronic acid
• CAS: 726666-27-9
• 化学式: C₇H₈BN₃O₂
• 分子量: 176.97
• InChiKey: SVOOXCPDUXBWNS-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.28
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  70.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(3-methyl-[1,2,3]triazolo[1,5-a]pyridyl)boronic acid 在 barium dihydroxide 、 四(三苯基膦)钯 、 magnesium sulfate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 68.0h， 生成 3-甲基[1,2,3]噻唑并[1,5-a]吡啶
  参考文献：
  名称：

  Synthesis of novel triazolopyridylboronic acids and esters. Study of potential application to Suzuki-type reactions

  摘要：

  This paper describes a general method for the synthesis of novel [1,2,3]triazolo[1,5-a]pyridylboronic acids and esters, and the first results on Suzuki cross-coupling reactions with these new compounds and [1,2,3]triazolo[5,1-a]isoquinolylboronic acid, reacting with a variety of aryl halides as a route to 7-aryltriazolopyridines and 5-aryltriazoloisoquinolines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.083
• 作为产物：
  描述：

  3-甲基[1,2,3]噻唑并[1,5-a]吡啶 在 正丁基锂 、 硼酸三异丙酯 、 sodium hydroxide 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 6.0h， 以40%的产率得到7-(3-methyl-[1,2,3]triazolo[1,5-a]pyridyl)boronic acid
  参考文献：
  名称：

  Synthesis of novel triazolopyridylboronic acids and esters. Study of potential application to Suzuki-type reactions

  摘要：

  This paper describes a general method for the synthesis of novel [1,2,3]triazolo[1,5-a]pyridylboronic acids and esters, and the first results on Suzuki cross-coupling reactions with these new compounds and [1,2,3]triazolo[5,1-a]isoquinolylboronic acid, reacting with a variety of aryl halides as a route to 7-aryltriazolopyridines and 5-aryltriazoloisoquinolines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.083

文献信息

• Synthesis of novel triazolopyridylboronic acids and esters. Study of potential application to Suzuki-type reactions
  作者：Belén Abarca、Rafael Ballesteros、Fernando Blanco、Alexandre Bouillon、Valérie Collot、José-Reynaldo Domı́nguez、Jean-Charles Lancelot、Sylvain Rault

  DOI：10.1016/j.tet.2004.03.083

  日期：2004.5

  This paper describes a general method for the synthesis of novel [1,2,3]triazolo[1,5-a]pyridylboronic acids and esters, and the first results on Suzuki cross-coupling reactions with these new compounds and [1,2,3]triazolo[5,1-a]isoquinolylboronic acid, reacting with a variety of aryl halides as a route to 7-aryltriazolopyridines and 5-aryltriazoloisoquinolines. (C) 2004 Elsevier Ltd. All rights reserved.