2-[3-(2-pyridyl)-7-[1,2,3]triazolo[1,5-a]pyridyl]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane | 726666-56-4

• 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: 2-[3-(2-pyridyl)-7-[1,2,3]triazolo[1,5-a]pyridyl]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane
• 英文别名: 2-[3-(2-pyridyl)methyl-7-[1,2,3]triazolo[1,5-a]pyridyl]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane；3-Pyridin-2-yl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triazolo[1,5-a]pyridine；3-pyridin-2-yl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triazolo[1,5-a]pyridine
• CAS: 726666-56-4
• 化学式: C₁₇H₁₉BN₄O₂
• 分子量: 322.174
• InChiKey: VLFBQRXOIQTGTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  61.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[3-(2-pyridyl)-7-[1,2,3]triazolo[1,5-a]pyridyl]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane 在 potassium phosphate 、 四(三苯基膦)钯 、 4-碘苯甲醚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以80%的产率得到3-(2-吡啶)-[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：

  频哪醇 、 3-(2-吡啶)-[1,2,3]噻唑并[1,5-a]吡啶 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 6.0h， 以31%的产率得到2-[3-(2-pyridyl)-7-[1,2,3]triazolo[1,5-a]pyridyl]-4,4,5,5-tetramethyl[1,3,2]dioxaborolane
  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.