3-(4-pyridyl)-3H-1,2,3-triazolo<5,4c>pyridine | 96728-03-9

• 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: 3-(4-pyridyl)-3H-1,2,3-triazolo<5,4c>pyridine
• 英文别名: 1-(4-pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridine；1-[4]Pyridyl-1H-[1,2,3]triazolo[4,5-c]pyridin；1H-1,2,3-Triazolo[4,5-c]pyridine, 1-(4-pyridinyl)-；1-pyridin-4-yltriazolo[4,5-c]pyridine
• CAS: 96728-03-9
• 化学式: C₁₀H₇N₅
• 分子量: 197.199
• InChiKey: IGZKDDSOQKYSEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-pyridyl)-3H-1,2,3-triazolo<5,4c>pyridine 在 polyphosphoric acid 作用下， 反应 0.17h， 以69%的产率得到5H-吡咯并[3,2-c:4,5-c]二吡啶
  参考文献：
  名称：

  Use of the Graebe-Ullmann reaction in the synthesis of 8-methyl-γ-carboline and isomeric aromatic aza-γ-carbolines

  摘要：

  Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-gamma-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-gamma-carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.

  DOI：

  10.1007/s10593-012-1127-7
• 作为产物：
  描述：

  4-羟基-3-硝基吡啶 在 盐酸 、 五氯化磷 、 palladium 10% on activated carbon 、 氢气 、 sodium nitrite 、 三氯氧磷 作用下， 以 甲醇 、 水 为溶剂， 反应 6.67h， 生成 3-(4-pyridyl)-3H-1,2,3-triazolo<5,4c>pyridine
  参考文献：
  名称：

  Use of the Graebe-Ullmann reaction in the synthesis of 8-methyl-γ-carboline and isomeric aromatic aza-γ-carbolines

  摘要：

  Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-gamma-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-gamma-carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.

  DOI：

  10.1007/s10593-012-1127-7

文献信息

• Kalinowski, Jerzy; Rykowski, Andrzej; Nantka-Namirski, Pawel, Polish Journal of Chemistry, 1984, vol. 58, # 1-3, p. 125 - 134
  作者：Kalinowski, Jerzy、Rykowski, Andrzej、Nantka-Namirski, Pawel

  DOI：——

  日期：——
• KALINOWSKI, J.;RYKOWSKI, A.;NANTKA-NAMIRSKI, P., POL. J. CHEM., 1984, 58, N 1-3, 125-134
  作者：KALINOWSKI, J.、RYKOWSKI, A.、NANTKA-NAMIRSKI, P.

  DOI：——

  日期：——
• Koenigs; Nantka, Chemische Berichte, 1941, vol. 74, p. 215
  作者：Koenigs、Nantka

  DOI：——

  日期：——
• Use of the Graebe-Ullmann reaction in the synthesis of 8-methyl-γ-carboline and isomeric aromatic aza-γ-carbolines
  作者：R. S. Alekseev、A. V. Kurkin、M. A. Yurovskaya

  DOI：10.1007/s10593-012-1127-7

  日期：2012.11

  Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-gamma-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-gamma-carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.