N3-propyl-7,7-dimethyl-2,5-dioxo-1,2,5,6,7,8-hexahydro-3-quinolinecarboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N3-propyl-7,7-dimethyl-2,5-dioxo-1,2,5,6,7,8-hexahydro-3-quinolinecarboxamide
• 英文别名: 2-hydroxy-7,7-dimethyl-5-oxo-N-propyl-5,6,7,8-tetrahydroquinoline-3-carboxamide；7,7-dimethyl-2,5-dioxo-N-propyl-6,8-dihydro-1H-quinoline-3-carboxamide
• 化学式: C₁₅H₂₀N₂O₃
• 分子量: 276.335
• InChiKey: QWVBCVBEYSRECB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-dimethylaminomethylene-5,5-dimethylcyclohexane-1,3-dione 、 2-氰基-N-丙基乙酰胺 在 哌啶 作用下， 以 异丙醇 为溶剂， 反应 0.08h， 以31%的产率得到N3-propyl-7,7-dimethyl-2,5-dioxo-1,2,5,6,7,8-hexahydro-3-quinolinecarboxamide
  参考文献：
  名称：

  Rapid microwave-assisted solution phase synthesis of substituted 2-pyridone libraries

  摘要：

  2-Pyridone and 2-quinolone analogues are well-known biologically active heterocyclic scaffolds. Libraries of 3,5,6-substituted 2-pyridone derivatives are generated by rapid microwave assisted solution phase methods using a one-pot, two-step protocol. The three-component condensation of CH-acidic carbonyl compounds, NN-dimethylformamide dimethylacetal and methylene active nitriles, leads to 2-pyridones and fused analogues in moderate to good overall yields and high purities. The proposed mechanism of this novel multicomponent reaction, structure elucidation of products and intermediates are discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.100

文献信息

• Rapid microwave-assisted solution phase synthesis of substituted 2-pyridone libraries
  作者：Nikolay Yu. Gorobets、Behrooz H. Yousefi、Ferdinand Belaj、C.Oliver Kappe

  DOI：10.1016/j.tet.2004.05.100

  日期：2004.9

  2-Pyridone and 2-quinolone analogues are well-known biologically active heterocyclic scaffolds. Libraries of 3,5,6-substituted 2-pyridone derivatives are generated by rapid microwave assisted solution phase methods using a one-pot, two-step protocol. The three-component condensation of CH-acidic carbonyl compounds, NN-dimethylformamide dimethylacetal and methylene active nitriles, leads to 2-pyridones and fused analogues in moderate to good overall yields and high purities. The proposed mechanism of this novel multicomponent reaction, structure elucidation of products and intermediates are discussed. (C) 2004 Elsevier Ltd. All rights reserved.