6-chloro-N-pentyl-2-pyridin-3-ylimidazo[1,2-a]pyridin-3-amine | 1415980-93-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 6-chloro-N-pentyl-2-pyridin-3-ylimidazo[1,2-a]pyridin-3-amine
• CAS: 1415980-93-6
• 化学式: C₁₇H₁₉ClN₄
• 分子量: 314.818
• InChiKey: NJCZOROAODKTBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-吡啶甲醇 、 2-氨基-5-氯吡啶 、 1-异氰化戊基 在 1-丙基磷酸酐 作用下， 以 二甲基亚砜 、 乙酸乙酯 为溶剂， 反应 6.25h， 以76%的产率得到6-chloro-N-pentyl-2-pyridin-3-ylimidazo[1,2-a]pyridin-3-amine
  参考文献：
  名称：

  Tandem approach for the synthesis of imidazo[1,2-a]pyridines from alcohols

  摘要：

  Propylphosphonic anhydride ((R) T3P) is shown to be an effective and mild reagent for the one-pot synthesis of imidazo[1,2-a]pyridines from a variety of alcohols. Alcohols are oxidized in situ to aldehydes under mild conditions, which in turn undergo a three-component reaction with various 2-aminopyridines and isocyanides to afford imidazo[1,2-a]pyridines in excellent yields. T3P acts as an activator for both DMSO in oxidation reaction and the Schiff base in nucleophilic addition reaction with isocyanides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.112

文献信息

• Tandem approach for the synthesis of imidazo[1,2-a]pyridines from alcohols
  作者：Ajjahalli B. Ramesha、Goravanahalli M. Raghavendra、Kebbahalli N. Nandeesh、Kanchugarakoppal S. Rangappa、Kempegowda Mantelingu

  DOI：10.1016/j.tetlet.2012.10.112

  日期：2013.1

  Propylphosphonic anhydride ((R) T3P) is shown to be an effective and mild reagent for the one-pot synthesis of imidazo[1,2-a]pyridines from a variety of alcohols. Alcohols are oxidized in situ to aldehydes under mild conditions, which in turn undergo a three-component reaction with various 2-aminopyridines and isocyanides to afford imidazo[1,2-a]pyridines in excellent yields. T3P acts as an activator for both DMSO in oxidation reaction and the Schiff base in nucleophilic addition reaction with isocyanides. (C) 2012 Elsevier Ltd. All rights reserved.