ethyl 4-{4-[3-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 1440522-63-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-{4-[3-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: ethyl 4-[4-[3-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]phenyl]-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 1440522-63-3
• 化学式: C₂₈H₃₃N₅O₃
• 分子量: 487.602
• InChiKey: DIHZBWUZTVGLET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  96.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对苯二甲醛 在 cerium(III) chloride heptahydrate 、 氯化铋 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 ethyl 4-{4-[3-(cyclohexylamino)-5-methylimidazo[1,2-a]pyridin-2-yl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  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