5-bromo-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine | 1016672-39-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-bromo-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
• 英文别名: 5-Bromo-3-methyl-1-phenylpyrazolo[3,4-b]pyridine
• CAS: 1016672-39-1
• 化学式: C₁₃H₁₀BrN₃
• mdl: MFCD09928215
• 分子量: 288.147
• InChiKey: CNENVIYAGKNISR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-bromo-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine 、 4-氟苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以88%的产率得到5-(4-fluorophenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
  参考文献：
  名称：

  Design, synthesis and transformation of some heteroannulated 3-aminopyridines—purine isosteres with exocyclic nitrogen atom

  摘要：

  The synthesis of 1-deazapurines and isosteres bearing the exocyclic nitrogen atom at position-1 was developed basing on the formal [3+3]-cyclization reaction of nitro-malonaldehyde with the set of electron-excessive aminoheterocycles. Through the functionalization of the purine-like scaffolds synthesized the diversity of compounds furnished in the possition-1 with aryl, alkinyl, and vinyl rests, were obtained. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.026
• 作为产物：
  描述：

  3-methyl-5-nitro-1-phenyl-1H-pyrazolo[3,4-b]pyridine 在 亚硝酸特丁酯 、 palladium 10% on activated carbon 、 氢气 、 copper(ll) bromide 作用下， 以 甲醇 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 生成 5-bromo-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
  参考文献：
  名称：

  Design, synthesis and transformation of some heteroannulated 3-aminopyridines—purine isosteres with exocyclic nitrogen atom

  摘要：

  The synthesis of 1-deazapurines and isosteres bearing the exocyclic nitrogen atom at position-1 was developed basing on the formal [3+3]-cyclization reaction of nitro-malonaldehyde with the set of electron-excessive aminoheterocycles. Through the functionalization of the purine-like scaffolds synthesized the diversity of compounds furnished in the possition-1 with aryl, alkinyl, and vinyl rests, were obtained. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.026