N-(3-(3-cyano-4-fluorophenyl)prop-2-yn-1-yl)-N-(2,4-dimethoxybenzyl)-3,5-dimethyl-1H-pyrrole-2-carboxamide | 1111085-38-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-(3-cyano-4-fluorophenyl)prop-2-yn-1-yl)-N-(2,4-dimethoxybenzyl)-3,5-dimethyl-1H-pyrrole-2-carboxamide
• CAS: 1111085-38-1
• 化学式: C₂₆H₂₄FN₃O₃
• 分子量: 445.493
• InChiKey: PIMFIRDENTUSSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  78.35
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(3-(3-cyano-4-fluorophenyl)prop-2-yn-1-yl)-N-(2,4-dimethoxybenzyl)-3,5-dimethyl-1H-pyrrole-2-carboxamide 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以10%的产率得到
  参考文献：
  名称：

  A novel base-mediated intramolecular hydroamination to build fused heteroaryl pyrazinones

  摘要：

  Functionalized fused heteroaryl pyrazinones were built up through a novel DBU-catalyzed intramolecular hydroamination reaction of aryl(prop-2-yn-1-yl)-1H-heteroaryl-2-carboxamides. The nucleophilic addition afforded three isomers; two with an exo-cyclic double bond [cis (Z), trans (E)], and a third one with an endo-cyclic double bond. After the carboxamide deprotection, isomerization of the mixture under acidic conditions resulted in a unique isomer. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.116
• 作为产物：
  描述：

  3,5-二甲基吡咯-2-羧酸 、 5-(3-(2,4-dimethoxybenzylamino)prop-1-ynyl)-2-fluorobenzonitrile 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以30%的产率得到N-(3-(3-cyano-4-fluorophenyl)prop-2-yn-1-yl)-N-(2,4-dimethoxybenzyl)-3,5-dimethyl-1H-pyrrole-2-carboxamide
  参考文献：
  名称：

  A novel base-mediated intramolecular hydroamination to build fused heteroaryl pyrazinones

  摘要：

  Functionalized fused heteroaryl pyrazinones were built up through a novel DBU-catalyzed intramolecular hydroamination reaction of aryl(prop-2-yn-1-yl)-1H-heteroaryl-2-carboxamides. The nucleophilic addition afforded three isomers; two with an exo-cyclic double bond [cis (Z), trans (E)], and a third one with an endo-cyclic double bond. After the carboxamide deprotection, isomerization of the mixture under acidic conditions resulted in a unique isomer. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.116