3-((4-nitrobenzyl)oxy)-3H-[1,2,3]triazole[4,5-b]pyridine | 353262-26-7

• 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: 3-((4-nitrobenzyl)oxy)-3H-[1,2,3]triazole[4,5-b]pyridine
• 英文别名: 3-[(4-Nitrophenyl)methoxy]triazolo[4,5-b]pyridine
• CAS: 353262-26-7
• 化学式: C₁₂H₉N₅O₃
• 分子量: 271.235
• InChiKey: LVBZHZMDTHFKDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  98.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对硝基苯甲醇 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到3-((4-nitrobenzyl)oxy)-3H-[1,2,3]triazole[4,5-b]pyridine
  参考文献：
  名称：

  Synthesis of Pyridopyrazine-1,6-diones from 6-Hydroxypicolinic Acids via a One-Pot Coupling/Cyclization Reaction

  摘要：

  A facile one-pot synthesis of 3,4-dihydro-1H-pyrido[1,2-a]pyrazine-1,6(2H)-diones (pyridopyrazine-1,6-diones) has been developed which employs a sequential coupling/cyclization reaction of 6-hydroxypicolinic acids and beta-hydroxylamines. The transformation proceeds In good yield under mild conditions using O-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU) to both carry out the amide formation and activate the hydroxyl group for intramolecular alkylation.

  DOI：

  10.1021/ol303463e

文献信息

• Synthesis of Pyridopyrazine-1,6-diones from 6-Hydroxypicolinic Acids via a One-Pot Coupling/Cyclization Reaction
  作者：Tuan P. Tran、Patrick B. Mullins、Christopher W. am Ende、Martin Pettersson

  DOI：10.1021/ol303463e

  日期：2013.2.1

  A facile one-pot synthesis of 3,4-dihydro-1H-pyrido[1,2-a]pyrazine-1,6(2H)-diones (pyridopyrazine-1,6-diones) has been developed which employs a sequential coupling/cyclization reaction of 6-hydroxypicolinic acids and beta-hydroxylamines. The transformation proceeds In good yield under mild conditions using O-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU) to both carry out the amide formation and activate the hydroxyl group for intramolecular alkylation.