7-(difluoromethyl)-1,5-dimethyl-3-phenyl-1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione | 1178533-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-(difluoromethyl)-1,5-dimethyl-3-phenyl-1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione
• 英文别名: 7-(difluoromethyl)-1,5-dimethyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione
• CAS: 1178533-20-4
• 化学式: C₁₅H₁₃F₂N₃S
• 分子量: 305.351
• InChiKey: FUKAWWXGMZUAEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  22.75
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-氯-1,1-二氟-2,4-戊二酮 在 偶氮二异丁腈 、 三正丁基氢锡 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 16.0h， 生成 7-(difluoromethyl)-1,5-dimethyl-3-phenyl-1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione
  参考文献：
  名称：

  A general strategy for the synthesis of difluoromethyl-containing pyrazoles, pyridines and pyrimidines

  摘要：

  Difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles are prepared by a two step method. The regioselective cyclizations of electron-excessive aminoheterocycles, hydrazines and amidines with CF2Cl-substituted 1,3-dicarbonyl compounds provide the corresponding CF2Cl-substituted heterocycles. Subsequent radical reactions with trimethylstannane or allyltrimethylstannane gave difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.085

文献信息

• Facile Synthesis of Fluorinated 1-Desazapurines
  作者：Viktor Iaroshenko、Dmitriy Volochnyuk、Dmitri Sevenard、Yan Wang、Alexander Martiloga、Andrei Tolmachev

  DOI：10.1055/s-0029-1216802

  日期：2009.6

  A preparative approach towards 1-desazapurines, starting from 4(5)-aminoimidazoles and polyfluoroalkyl-containing 1,3-CCC-biselectrophiles was developed. As a result, a set of fluorinated 1-desazapurines was synthesized. Additionally, a synthetic route to 1-desazapurines bearing a sugar-mimicking group is proposed. imidazoles - pyridines - annulations - fluorine - diketones - regioselectivity

  开发了一种从4（5）-氨基咪唑和含多氟烷基的1,3-CCC-双亲电子试剂开始的1-去氮杂嘌呤的制备方法。结果，合成了一组氟化的1-脱氮嘌呤。另外，提出了合成带有糖模拟基团的1-去氮杂嘌呤的合成途径。 咪唑-吡啶-环状-氟-二酮-区域选择性