ethyl 2-hydroxypyrazolo[1,5-a]quinoline-3-carboxylate | 1590406-34-0

• 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-hydroxypyrazolo[1,5-a]quinoline-3-carboxylate
• CAS: 1590406-34-0
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: MEKJIJJPGLZXLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  63.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-hydroxypyrazolo[1,5-a]quinoline-3-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 32.0h， 生成 (E)-ethyl 2-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)pyrazolo[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
• 作为产物：
  描述：

  ethyl 2-ethoxypyrazolo[1,5-a]quinoline-3-carboxylate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以85%的产率得到ethyl 2-hydroxypyrazolo[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