3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-amine | 1181669-30-6

• 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-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-amine
• 英文别名: 3-methyl-1-phenylpyrazolo[3,4-b]pyridin-5-amine
• CAS: 1181669-30-6
• 化学式: C₁₃H₁₂N₄
• 分子量: 224.265
• InChiKey: GJNNMWSYRCMPIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-amine 在 bis-triphenylphosphine-palladium(II) chloride 、 亚硝酸特丁酯 、 potassium carbonate 、 copper(ll) bromide 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 12.0h， 生成 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 palladium on activated charcoal 、 四丁基溴化铵 、 水 、 sodium hydroxide 、 硅烷 作用下， 反应 6.0h， 以86%的产率得到3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-5-amine
  参考文献：
  名称：

  硅引发的水分解在减少有机基质中的应用。

  摘要：

  描述了使用水作为氢的供体，其适合于还原几种重要类别的有机化合物。发现还原水分解可以通过几种准金属来促进，其中硅显示出最佳的效率。所开发的方法学被用于还原硝基化合物，N-氧化物，亚砜，烯烃，炔烃，加氢脱卤作用以及几种工业上具有重要意义的底物的克级合成。

  DOI：

  10.1002/cplu.201800131

文献信息

• Application of Silicon-Initiated Water Splitting for the Reduction of Organic Substrates
  作者：Ashot Gevorgyan、Satenik Mkrtchyan、Tatevik Grigoryan、Viktor O. Iaroshenko

  DOI：10.1002/cplu.201800131

  日期：2018.5

  several important classes of organic compounds is described. It is found that the reductive water splitting can be promoted by several metalloids among which silicon shows the best efficiency. The developed methodologies were applied for the reduction of nitro compounds, N-oxides, sulfoxides, alkenes, alkynes, hydrodehalogenation as well as for the gram-scale synthesis of several substrates of industrial

  描述了使用水作为氢的供体，其适合于还原几种重要类别的有机化合物。发现还原水分解可以通过几种准金属来促进，其中硅显示出最佳的效率。所开发的方法学被用于还原硝基化合物，N-氧化物，亚砜，烯烃，炔烃，加氢脱卤作用以及几种工业上具有重要意义的底物的克级合成。
• Design, synthesis and transformation of some heteroannulated 3-aminopyridines—purine isosteres with exocyclic nitrogen atom
  作者：Viktor O. Iaroshenko、Marcelo Vilches-Herrera、Ashot Gevorgyan、Satenik Mkrtchyan、Knar Arakelyan、Dmytro Ostrovskyi、Muhammad S.A. Abbasi、Linda Supe、Ani Hakobyan、Alexander Villinger、Dmitriy M. Volochnyuk、Andrei Tolmachev

  DOI：10.1016/j.tet.2012.11.026

  日期：2013.1

  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.