2-Pyridin-2-yl-quinoline-4-carboxylic acid (3-cyclohexyliminomethyleneamino-propyl)-methyl-amide | 778647-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-Pyridin-2-yl-quinoline-4-carboxylic acid (3-cyclohexyliminomethyleneamino-propyl)-methyl-amide
• CAS: 778647-55-5
• 化学式: C₂₆H₂₉N₅O
• 分子量: 427.549
• InChiKey: OTFXXMAHGZIMMA-UHFFFAOYSA-N

物化性质

• 沸点：
  618.6±55.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Pyridin-2-yl-quinoline-4-carboxylic acid (3-cyclohexyliminomethyleneamino-propyl)-methyl-amide 、 苯乙酸 、 苄胺 在 N,N-二异丙基乙胺 、 copper(I) sulfate 、 Amberlite IRC-718 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 42.0h， 以65%的产率得到N-苄基苯乙酰胺
  参考文献：
  名称：

  Preparation and evaluation of bipyridyl-tagged reagents and scavengers

  摘要：

  The synthesis of three bipyridyl-tagged reagents and one scavenger is described. Of the three reagents, the carbodiimide derivative proved to be effective as a coupling reagent for amide formation and the removal of the coupling side product from the reaction mixture by complexation onto a Cu-derivatised resin has been successfully demonstrated. This purification process was thoroughly optimised using a DOE approach and the procedure subsequently applied to the use of a bipyridyl-tagged amine as an isocyanate scavenger. Preliminary results clearly demonstrate the potential of using chelation tags such as bipyridine units as a means for removing solution phase reagents and scavengers from reaction mixtures providing an attractive alternative to their resin-bound and fluorous-tagged counter-parts. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.106
• 作为产物：
  描述：

  N-(3-aminopropyl)-N-methyl-2-pyridin-2-ylquinoline-4-carboxamide 在 polymer-supported Mukaiyama's reagent 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 2-Pyridin-2-yl-quinoline-4-carboxylic acid (3-cyclohexyliminomethyleneamino-propyl)-methyl-amide
  参考文献：
  名称：

  Preparation and evaluation of bipyridyl-tagged reagents and scavengers

  摘要：

  The synthesis of three bipyridyl-tagged reagents and one scavenger is described. Of the three reagents, the carbodiimide derivative proved to be effective as a coupling reagent for amide formation and the removal of the coupling side product from the reaction mixture by complexation onto a Cu-derivatised resin has been successfully demonstrated. This purification process was thoroughly optimised using a DOE approach and the procedure subsequently applied to the use of a bipyridyl-tagged amine as an isocyanate scavenger. Preliminary results clearly demonstrate the potential of using chelation tags such as bipyridine units as a means for removing solution phase reagents and scavengers from reaction mixtures providing an attractive alternative to their resin-bound and fluorous-tagged counter-parts. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.106