4-{[3-ethyl-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridin-5-yl]oxy}benzonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-{[3-ethyl-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridin-5-yl]oxy}benzonitrile
• 英文别名: 4-[3-Ethyl-2-(4-fluorophenyl)imidazo[4,5-b]pyridin-5-yl]oxybenzonitrile；4-[3-ethyl-2-(4-fluorophenyl)imidazo[4,5-b]pyridin-5-yl]oxybenzonitrile
• 化学式: C₂₁H₁₅FN₄O
• 分子量: 358.375
• InChiKey: AGKZELKQDHCERR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氯-N-乙基-3-硝基吡啶-2-胺 在 铁粉 、 氯化铵 、 caesium carbonate 、 三乙胺 作用下， 以 甲醇 、 5,5-dimethyl-1,3-cyclohexadiene 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4-{[3-ethyl-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridin-5-yl]oxy}benzonitrile
  参考文献：
  名称：

  Synthesis of 2-substituted 3-ethyl-3H-imidazo[4,5-b]pyridines catalyzed by Al3+-exchanged K10 clay as solid acids

  摘要：

  A series of imidazopyridine derivatives have been synthesized efficiently via intramolecular cyclization in excellent yields using Al3+-exchanged on K10 montmorillonite clay (Al3+-K10 clay) as a reusable heterogeneous catalyst. To the best of our knowledge, this is the first report to utilize Al3+-K10 as a catalyst for imidazopyridine synthesis. Many functional groups are tolerated during the synthesis of targeted compounds. The catalyst is reused at least five times with a slight decrease in the yield. This catalyst is environmentally benign, cost-effective, and also provides other advantages such as nontoxicity, operational/experimental simplicity, and mild reaction conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.086

文献信息

• Synthesis of 2-substituted 3-ethyl-3H-imidazo[4,5-b]pyridines catalyzed by Al3+-exchanged K10 clay as solid acids
  作者：Dhanusu Suresh、Amarajothi Dhakshinamoorthy、Kuppusamy Kanagaraj、Kasi Pitchumani

  DOI：10.1016/j.tetlet.2013.09.086

  日期：2013.11

  A series of imidazopyridine derivatives have been synthesized efficiently via intramolecular cyclization in excellent yields using Al3+-exchanged on K10 montmorillonite clay (Al3+-K10 clay) as a reusable heterogeneous catalyst. To the best of our knowledge, this is the first report to utilize Al3+-K10 as a catalyst for imidazopyridine synthesis. Many functional groups are tolerated during the synthesis of targeted compounds. The catalyst is reused at least five times with a slight decrease in the yield. This catalyst is environmentally benign, cost-effective, and also provides other advantages such as nontoxicity, operational/experimental simplicity, and mild reaction conditions. (C) 2013 Elsevier Ltd. All rights reserved.