4-(4-dimethylaminophenyl)-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-one

• 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)-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-one
• 英文别名: 3,7,7-trimethyl-4-(4-dimethylaminophenyl)-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(6H)-one；4-[4-(dimethylamino)phenyl]-3,7,7-trimethyl-2,4,6,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-5-one
• 化学式: C₂₁H₂₆N₄O
• 分子量: 350.464
• InChiKey: QDFUONQEBFMDOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  5,5-二甲基-1,3-环己二酮 、 对二甲氨基苯甲醛 、 3-氨基-5-甲基吡唑 以 乙醇 为溶剂， 以80%的产率得到4-(4-dimethylaminophenyl)-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-one
  参考文献：
  名称：

  Regioselective synthesis of 4,7,8,9-tetrahydro-2 H -pyrazolo[3,4- b ]quinolin-5(6 H )-ones. Mechanism and structural analysis

  摘要：

  Reactions of 5-amino-3-methyl-1H-pyrazole with dimedone and aldehydes afford regioselectivelly tricyclic linear 3,7,7-trimethyl-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(6H)-ones in good yields. Several aspects on this regioselective reaction, such as the reaction mechanism and structural studies of the predominant tautomeric form, are treated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00649-4

文献信息

• Synthesis of partially hydrogenated pyrazolo[3,4-b]quinolinones by condensation of 3-amino-5-methylpyrazole with aromatic aldehydes and dimedone
  作者：V. V. Lipson、M. G. Shirobokova、O. V. Shishkin、S. V. Shishkina

  DOI：10.1134/s1070428006070141

  日期：2006.7

  Cyclocondensation of 3-amino-5-methylpyrazole with 2-arylmethylidene-5,5-dimethylcyclohexane-1,3-diones or 9-aryl-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydro-1H-xanthene-1,8-diones, as well as with synthetic precursors of the latter (para-substituted benzaldehydes and dimedone), in dimethylformamide or methanol gives the corresponding 4-aryl-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-ones. The structure of 4-(4-methoxyphenyl)-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo [3,4-b]quinolin-5-one was proved by the X-ray diffraction data.