3-cyclohexylamino-5-methyl-2-(pyridin-3-yl)imidazo[1,2-a]pyridine | 484692-17-3

• 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: 3-cyclohexylamino-5-methyl-2-(pyridin-3-yl)imidazo[1,2-a]pyridine
• 英文别名: N-cyclohexyl-5-methyl-2-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-amine；N-cyclohexyl-5-methyl-2-pyridin-3-ylimidazo[1,2-a]pyridin-3-amine
• CAS: 484692-17-3
• 化学式: C₁₉H₂₂N₄
• 分子量: 306.41
• InChiKey: WHKWFOMGXZDAQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 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-吡啶甲醛 、 2-氨基-6-甲基吡啶 、 异氰环已烷 在 氯化铋 作用下， 以 neat (no solvent) 为溶剂， 以86%的产率得到3-cyclohexylamino-5-methyl-2-(pyridin-3-yl)imidazo[1,2-a]pyridine
  参考文献：
  名称：

  Three Novel Sequential Reactions for the Facile Synthesis of a Library of Bisheterocycles Possessing the 3-Aminoimidazo[1,2-a]pyridine Core Cata­lyzed by Bismuth(III) Chloride

  摘要：

  Novel, one-pot, two-step, sequential protocols for the synthesis of 1,4-phenylene bisheterocyclic compounds have been developed. Successive sequencing of the Groebke-Blackburn-Bienayme reaction with Ugi-azide, Hantzsch and Biginelli reactions results in rapid and efficient formation of bisheterocyclic compounds. A simple, fast and high yielding method for the synthesis of 3-aminoimidazo[1,2-a]pyridines catalyzed by bismuth(III) chloride under solvent-free conditions is reported. Bismuth(III) chloride is also an efficient catalyst for the Ugi-azide reaction under solvent free conditions.

  DOI：

  10.1055/s-0032-1318221

文献信息

• Three Novel Sequential Reactions for the Facile Synthesis of a Library of Bisheterocycles Possessing the 3-Aminoimidazo[1,2-a]pyridine Core Cata­lyzed by Bismuth(III) Chloride
  作者：Aziz Shahrisa、Somayeh Esmati

  DOI：10.1055/s-0032-1318221

  日期：——

  Novel, one-pot, two-step, sequential protocols for the synthesis of 1,4-phenylene bisheterocyclic compounds have been developed. Successive sequencing of the Groebke-Blackburn-Bienayme reaction with Ugi-azide, Hantzsch and Biginelli reactions results in rapid and efficient formation of bisheterocyclic compounds. A simple, fast and high yielding method for the synthesis of 3-aminoimidazo[1,2-a]pyridines catalyzed by bismuth(III) chloride under solvent-free conditions is reported. Bismuth(III) chloride is also an efficient catalyst for the Ugi-azide reaction under solvent free conditions.