1-(4-methoxybenzyl)-4-(chlorodifluoromethyl)-6-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile | 1316284-25-9

• 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: 1-(4-methoxybenzyl)-4-(chlorodifluoromethyl)-6-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
• CAS: 1316284-25-9
• 化学式: C₂₃H₁₅Cl₂F₂N₃O
• 分子量: 458.294
• InChiKey: ALJBXEXSXWCPIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.57
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  50.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(4-methoxybenzyl)-4-(chlorodifluoromethyl)-6-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 16.0h， 以58%的产率得到1-(4-methoxybenzyl)-6-(4-chlorophenyl)-4-(difluoromethyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
  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
• 作为产物：
  描述：

  对氯苯乙酮 在 sodium hydride 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 反应 14.17h， 生成 1-(4-methoxybenzyl)-4-(chlorodifluoromethyl)-6-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
  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