4-[3-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]benzaldehyde | 1440522-48-4

• 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-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]benzaldehyde
• 英文别名: 4-[3-(Cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]benzaldehyde
• CAS: 1440522-48-4
• 化学式: C₂₁H₂₃N₃O
• 分子量: 333.433
• InChiKey: ODGOCJGJBZDQNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[3-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]benzaldehyde 、 乙酰乙酸乙酯 在 cerium(III) chloride heptahydrate 、 氨 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 diethyl 4-{4-[3-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]phenyl}-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  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
• 作为产物：
  描述：

  2-氨基-6-甲基吡啶 、 异氰环已烷 、 对苯二甲醛 在 氯化铋 作用下， 以 neat (no solvent) 为溶剂， 以85%的产率得到4-[3-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]benzaldehyde
  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.