ethyl 2,5-dimethylpyrazolo[1,5-a]quinoline-3-carboxylate | 1590405-65-4

• 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: ethyl 2,5-dimethylpyrazolo[1,5-a]quinoline-3-carboxylate
• 英文别名: Ethyl 2,5-dimethylpyrazolo[1,5-a]quinoline-3-carboxylate
• CAS: 1590405-65-4
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: ILOUVLFAVLFDBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,5-二甲基-1H-4-吡唑羧酸乙酯 、 2'-氟苯乙酮 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以78%的产率得到ethyl 2,5-dimethylpyrazolo[1,5-a]quinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis of poly-substituted pyrazolo[1,5-a]quinolines through one-pot two component cascade reaction

  摘要：

  A diversity-oriented method for the synthesis of novel poly-substituted pyrazolo[1,5-a]quinolines has been developed on the basis of an SNAr/Knoevenagel cyclization cascade reaction or an SNAr/Dieckmann- Thorpe cyclization cascade reaction. The methods provide a variety of poly-substituted pyrazolo[1,5-a]quinolines bearing an amino, alkyl or aryl substituent at the 5-position. In addition, a diversity-oriented method for the synthesis of 2-substituted pyrazolo[1,5-a]quinolines from a readily available 2-[[(trifluoromethyl)sulfonyl]oxy]pyrazolo[1,5-a]quinoline has also been disclosed.(C)2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.081

文献信息

• Synthesis of poly-substituted pyrazolo[1,5-a]quinolines through one-pot two component cascade reaction
  作者：Jun-ya Kato、Ryosuke Ijuin、Hiroshi Aoyama、Tsutomu Yokomatsu

  DOI：10.1016/j.tet.2014.02.081

  日期：2014.4

  A diversity-oriented method for the synthesis of novel poly-substituted pyrazolo[1,5-a]quinolines has been developed on the basis of an SNAr/Knoevenagel cyclization cascade reaction or an SNAr/Dieckmann- Thorpe cyclization cascade reaction. The methods provide a variety of poly-substituted pyrazolo[1,5-a]quinolines bearing an amino, alkyl or aryl substituent at the 5-position. In addition, a diversity-oriented method for the synthesis of 2-substituted pyrazolo[1,5-a]quinolines from a readily available 2-[[(trifluoromethyl)sulfonyl]oxy]pyrazolo[1,5-a]quinoline has also been disclosed.(C)2014 Elsevier Ltd. All rights reserved.