1-tert-butyl-5-amino-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile | 858341-00-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 1-tert-butyl-5-amino-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
• 英文别名: 1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile, 5-amino-1-(1,1-dimethylethyl)-；5-amino-1-tert-butylpyrrolo[2,3-b]pyridine-3-carbonitrile
• CAS: 858341-00-1
• 化学式: C₁₂H₁₄N₄
• 分子量: 214.27
• InChiKey: ORAFSSXNHZXZSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-tert-butyl-5-amino-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 在 bis-triphenylphosphine-palladium(II) chloride 、 亚硝酸特丁酯 、 三乙胺 、 copper(ll) bromide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 20.0h， 生成 5-(4-methylstyryl)-1-tert-butyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
  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：

  1-tert-butyl-5-nitro-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 以95%的产率得到1-tert-butyl-5-amino-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
  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

文献信息

• 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.