N-benzyl-2-(4-cyanphenyl)imidazo[1,2-a]pyridin-3-amine | 1369958-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-benzyl-2-(4-cyanphenyl)imidazo[1,2-a]pyridin-3-amine
• 英文别名: 4-[3-(Benzylamino)imidazo[1,2-a]pyridin-2-yl]benzonitrile；4-[3-(benzylamino)imidazo[1,2-a]pyridin-2-yl]benzonitrile
• CAS: 1369958-71-3
• 化学式: C₂₁H₁₆N₄
• 分子量: 324.385
• InChiKey: MLUKCKHGDNDVEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  53.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 苄异腈 、 4-(羟甲基)苯甲腈 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 4.75h， 以92%的产率得到N-benzyl-2-(4-cyanphenyl)imidazo[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

• Microwave-assisted three-component reaction in conventional solvents and ionic liquids for the synthesis of amino-substituted imidazo[1,2-a]pyridines
  作者：Fadime Mert-Balci、Jürgen Conrad、Uwe Beifuss

  DOI：10.3998/ark.5550190.0013.318

  日期：——

  Amino-substituted imidazo(1,2-a)pyridines can be prepared with yields up to 98% within a few minutes by microwave-assisted three-component reaction between 2-aminopyridines, aldehydes and isocyanides using montmorillonite as the catalyst and toluene as the solvent. The organic solvent can be replaced by ionic liquids. With guanidinium salts the microwave-assisted reaction can be performed in the absence

  以蒙脱石为催化剂，甲苯为催化剂，通过微波辅助的 2-氨基吡啶、醛和异氰化物三组分反应，可以在几分钟内以高达 98% 的收率制备氨基取代的咪唑 (1,2-a) 吡啶。溶剂。有机溶剂可用离子液体代替。对于胍盐，微波辅助反应可以在没有任何其他催化剂的情况下进行。
• 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.