ethyl 1-tert-butyl-3-cyano-5-(2-hydroxybenzoyl)-4-methyl-6-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-b]pyridine-4-carboxylate | 1443360-76-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 1-tert-butyl-3-cyano-5-(2-hydroxybenzoyl)-4-methyl-6-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-b]pyridine-4-carboxylate
• 英文别名: Ethyl 1-tert-butyl-3-cyano-5-(2-hydroxybenzoyl)-4-methyl-6-oxo-5,7-dihydropyrrolo[2,3-b]pyridine-4-carboxylate
• CAS: 1443360-76-6
• 化学式: C₂₃H₂₅N₃O₅
• 分子量: 423.469
• InChiKey: UVEFTXFEAMAMOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丙酮酸乙酯 、 4-羟基香豆素 、 5-氨基-1-叔丁基-1H-吡咯-3-甲腈 以 1,4-二氧六环 为溶剂， 以67%的产率得到ethyl 1-tert-butyl-3-cyano-5-(2-hydroxybenzoyl)-4-methyl-6-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-b]pyridine-4-carboxylate
  参考文献：
  名称：

  Novel and efficient synthesis of 4,7-dihydro-1H-pyrrolo[2,3-b]pyridine derivatives via one-pot, three-component approach from N-substituted 5-amino-3-cyanopyrroles, various carbonyl and active methylene compounds

  摘要：

  An efficient route to novel 4,7-dihydro-1H-pyrrolo[2,3-b]pyridines with incorporated tetrahedral fragment in the position-4 via three-component reaction of N-substituted 5-amino-3-cyanopyrroles, various carbonyl and active methylene compounds has been developed. In the same time, by using developed methods here, the 4,7-dihydro-1H-pyrrolo[2,3-b]pyridines with fused 4-spiro-frameworks were synthesized starting from isatins and a set of 1,2-dicarbonyl compounds. The reactions were carried out under mild conditions using ethanol, acetic acid or 1,4-dioxane as solvent. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.115