3-(4-nitrophenyl)-4-phenyl-1H-pyrazolo[3,4-b]pyridine | 1246364-95-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(4-nitrophenyl)-4-phenyl-1H-pyrazolo[3,4-b]pyridine
• 英文别名: 3-(4-Nitrophenyl)-4-phenyl-1h-pyrazolo[3,4-b]pyridine；3-(4-nitrophenyl)-4-phenyl-2H-pyrazolo[3,4-b]pyridine
• CAS: 1246364-95-3
• 化学式: C₁₈H₁₂N₄O₂
• 分子量: 316.319
• InChiKey: AWRBCZJJKUMLET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-(4-硝基苯基)-1H-吡唑-3-胺 、 3-二甲基氨基-1-苯丙烷-1-酮 以 吡啶 为溶剂， 反应 0.33h， 以80%的产率得到2-(4-nitrophenyl)-5-phenyl-6,7-dihydropyrazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  A hydrogen-bonded dimer in 6-(4-bromophenyl)-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-b]pyridine and a chain of rings built from N—H...N and C—H...π(pyridine) hydrogen bonds in 3-(4-nitrophenyl)-4-phenyl-1H-pyrazolo[3,4-b]pyridine

  摘要：

  In 6-(4-bromophenyl)-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazolo[ 3,4-b] pyridine, C19H16BrN3, the reduced pyridine ring adopts a conformation that is close to a screw-boat form. Molecules are linked by pairs of symmetry-related C-H center dot center dot center dot pi (arene) hydrogen bonds into cyclic centrosymmetric dimers. Molecules of 3-(4-nitrophenyl)-4-phenyl-1H-pyrazolo[3,4-b] pyridine, C18H12N4O2, are linked into centrosymmetric R-2(2)(8) dimers by pairs of symmetry-related N-H center dot center dot center dot N hydrogen bonds, and these dimers are linked by pairs of C-H center dot center dot center dot pi (pyridine) hydrogen bonds to form a chain of edge-fused rings, or a molecular ladder, along [100]. The molecular aggregation in this compound is completed by two weak C-H center dot center dot center dot O hydrogen bonds, one of which links the chains along [100] into sheets.

  DOI：

  10.1107/s0108270110006451

文献信息

• A hydrogen-bonded dimer in 6-(4-bromophenyl)-3-methyl-1-phenyl-4,5-dihydro-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridine and a chain of rings built from N—H...N and C—H...π(pyridine) hydrogen bonds in 3-(4-nitrophenyl)-4-phenyl-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridine
  作者：Jairo Quiroga、Jorge Trilleras、Michael B. Hursthouse、Justo Cobo、Christopher Glidewell

  DOI：10.1107/s0108270110006451

  日期：2010.4.15

  In 6-(4-bromophenyl)-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazolo[ 3,4-b] pyridine, C19H16BrN3, the reduced pyridine ring adopts a conformation that is close to a screw-boat form. Molecules are linked by pairs of symmetry-related C-H center dot center dot center dot pi (arene) hydrogen bonds into cyclic centrosymmetric dimers. Molecules of 3-(4-nitrophenyl)-4-phenyl-1H-pyrazolo[3,4-b] pyridine, C18H12N4O2, are linked into centrosymmetric R-2(2)(8) dimers by pairs of symmetry-related N-H center dot center dot center dot N hydrogen bonds, and these dimers are linked by pairs of C-H center dot center dot center dot pi (pyridine) hydrogen bonds to form a chain of edge-fused rings, or a molecular ladder, along [100]. The molecular aggregation in this compound is completed by two weak C-H center dot center dot center dot O hydrogen bonds, one of which links the chains along [100] into sheets.