4-(4-dimethylaminophenyl)-3-methyl-2,4,6,7,8,9-hexahydro-5H-pyrazolo[3,4-b]quinolin-5-one | 1258278-64-6

• 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: 4-(4-dimethylaminophenyl)-3-methyl-2,4,6,7,8,9-hexahydro-5H-pyrazolo[3,4-b]quinolin-5-one
• 英文别名: 4-[4-(dimethylamino)phenyl]-3-methyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-one
• CAS: 1258278-64-6
• 化学式: C₁₉H₂₂N₄O
• 分子量: 322.41
• InChiKey: QGTRMMLLIRISCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  61
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-环己二酮 、 [1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-(5-methyl-2H-pyrazol-3-yl)-amine 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(4-dimethylaminophenyl)-3-methyl-2,4,6,7,8,9-hexahydro-5H-pyrazolo[3,4-b]quinolin-5-one
  参考文献：
  名称：

  Cascade cyclization of 3(5)-aminopyrazoles with aromatic aldehydes and cyclohexanediones

  摘要：

  Three-component condensation of 5(3)-amino-3(5)-methylpyrazole with aromatic aldehydes and 1,3-cyclohexanedione afforded mixtures of 3-methyl-4-aryl-2,4,6,7,8,9-hexa hydro-5H-pyrazolo[3,4-b]quinolin-5-ones and 2-methyl-9-aryl-5,6,7,9-tetrahydro pyrazolo[5,1-b]quinazolin-8(4H)-ones. The reaction of 3-aminopyrazolo-4-carbonitrile and ethyl 3-aminopyrazolo-4-carboxylate with aldehydes and cyclo hexanedione or dimedome is regioselective and leads to the formation of partially hydrogenated pyrazolo [5,1-b]quinazolin-8-one systems. In all compounds the dihydroazine ring exists in the enamine tautomeric form.

  DOI：

  10.1134/s1070428010090216