1-(4-fluoro-phenyl)-3-hydroxy-7,7-dimethyl-1,6,7,8-tetrahydro-pyrazolo[3,4-b]quinolin-5-one | 1296687-96-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-fluoro-phenyl)-3-hydroxy-7,7-dimethyl-1,6,7,8-tetrahydro-pyrazolo[3,4-b]quinolin-5-one
• CAS: 1296687-96-1
• 化学式: C₁₈H₁₆FN₃O₂
• 分子量: 325.342
• InChiKey: ISCATWIPKBMRGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  24.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  68.01
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-cyano-N'-(4-fluorophenyl)acetohydrazide 在 溶剂黄146 作用下， 以 异丙醇 为溶剂， 反应 0.08h， 生成 1-(4-fluoro-phenyl)-3-hydroxy-7,7-dimethyl-1,6,7,8-tetrahydro-pyrazolo[3,4-b]quinolin-5-one
  参考文献：
  名称：

  Pathways for cyclizations of hydrazine-derived 2-(2-cyanovinyl)-3-oxo-cyclohex-1-ene enolates

  摘要：

  The introduction of a hydrazine functionality into 2-(2-cyanovinyl)-3-oxo-cyclohex-1-ene enolates results in their spontaneous cyclizations with participation of the hydrazine moiety. Depending on the reaction conditions used, the hydrazine-derived enolates are transformed into derivatives of 1-arylpyridine-2-one-3-carbonitriles or pyrazoloquinolinones in a one-pot synthesis. They also react with anilines to give the corresponding N1-substituted pyridine-2-one-3-carboxamides. Product characterization was performed by means of spectroscopic and X-ray diffraction studies. In addition, for structure elucidation purposes, a counter synthesis of 1-arylaminopyridine-2-one-3-carboxamide was also carried out. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.02.052