3,7,8,9-tetrahydro-1-methyl-3-phenylcyclopenta[b]pyrazolo[3,4-h][1,6]naphthyridine | 1280127-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,7,8,9-tetrahydro-1-methyl-3-phenylcyclopenta[b]pyrazolo[3,4-h][1,6]naphthyridine
• 英文别名: 3-methyl-5-phenyl-4,5,7,16-tetrazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(16),2(6),3,7,9,11(15)-hexaene
• CAS: 1280127-70-9
• 化学式: C₁₉H₁₆N₄
• 分子量: 300.363
• InChiKey: SOEBCXMIESRIKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde 、 环戊酮 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以73%的产率得到3,7,8,9-tetrahydro-1-methyl-3-phenylcyclopenta[b]pyrazolo[3,4-h][1,6]naphthyridine
  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