3,8-dihydro-1,9-dimethyl-3-phenyl-7H-pyrazolo[3,4-h]pyrimido[4,5-b][1,6]naphthyridin-7-one | 1280127-56-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,8-dihydro-1,9-dimethyl-3-phenyl-7H-pyrazolo[3,4-h]pyrimido[4,5-b][1,6]naphthyridin-7-one
• 英文别名: 6,12-dimethyl-14-phenyl-5,7,9,13,14,16-hexazatetracyclo[8.7.0.03,8.011,15]heptadeca-1,3(8),6,9,11(15),12,16-heptaen-4-one
• CAS: 1280127-56-1
• 化学式: C₁₉H₁₄N₆O
• 分子量: 342.36
• InChiKey: YEUGSTXGHLEHQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  85.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-amino-9-methyl-7-phenyl-7H-pyrazolo[3,4-h][1,6]naphthyridine-3-carboxamide 、 乙酸酐 在 溶剂黄146 作用下， 反应 9.0h， 以74%的产率得到3,8-dihydro-1,9-dimethyl-3-phenyl-7H-pyrazolo[3,4-h]pyrimido[4,5-b][1,6]naphthyridin-7-one
  参考文献：
  名称：

  Synthetic utility of a heterocyclic o-aminoaldehyde: synthesis of pyrazolopyridopyrimidines, pyrazolonaphthyridines, and pyrazolopyrimidonaphthyridinones

  摘要：

  A series of various polysubstituted pyrazolo[3,4-h][1,6]naphthyridines, benzo[b]pyrazolo[3,4-h][1,6]naphthyridines, and pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidines were synthesized by Friedlander condensation of 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde (o-aminoaldehyde) with active methylene compounds. The o-aminoaldehyde was functionalized to o-aminonitrile and o-aminocarboxamide with malononitrile and cyanoacetamide, respectively, which on condensation with monosubstituted ureas and acetic anhydride, respectively, afforded pyrazolo[3,4-h]pyrimido[4,5-b][1,6]naphthyridines.

  DOI：

  10.1007/s00706-010-0443-9