ethyl 6,6-dimethyl-8-oxo-9-(4-chlorophenyl)-4,5,6,7,8,9-hexahydropyrazolo[5,1-b]quinazoline-3-carboxylate | 1258278-88-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: ethyl 6,6-dimethyl-8-oxo-9-(4-chlorophenyl)-4,5,6,7,8,9-hexahydropyrazolo[5,1-b]quinazoline-3-carboxylate
• 英文别名: ethyl 9-(4-chlorophenyl)-6,6-dimethyl-8-oxo-4,5,7,9-tetrahydropyrazolo[5,1-b]quinazoline-3-carboxylate
• CAS: 1258278-88-4
• 化学式: C₂₁H₂₂ClN₃O₃
• 分子量: 399.877
• InChiKey: VKYBOVBHLVSAME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 4-氯苯甲醛 、 3-氨基-4-乙氧羰基吡唑 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到ethyl 6,6-dimethyl-8-oxo-9-(4-chlorophenyl)-4,5,6,7,8,9-hexahydropyrazolo[5,1-b]quinazoline-3-carboxylate
  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