N-[3-(cyclohexylcarbamothioylamino)propyl]-N-methyl-2-pyridin-2-ylquinoline-4-carboxamide | 778647-54-4

• 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: N-[3-(cyclohexylcarbamothioylamino)propyl]-N-methyl-2-pyridin-2-ylquinoline-4-carboxamide
• CAS: 778647-54-4
• 化学式: C₂₆H₃₁N₅OS
• 分子量: 461.631
• InChiKey: PTEULPNUNCGMMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  33
• 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：
  102
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[3-(cyclohexylcarbamothioylamino)propyl]-N-methyl-2-pyridin-2-ylquinoline-4-carboxamide 在 polymer-supported Mukaiyama's reagent 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以26%的产率得到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
• 作为产物：
  描述：

  2-吡啶-2-喹啉-4-羧酸 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 52.0h， 生成 N-[3-(cyclohexylcarbamothioylamino)propyl]-N-methyl-2-pyridin-2-ylquinoline-4-carboxamide
  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

文献信息

• Preparation and evaluation of bipyridyl-tagged reagents and scavengers
  作者：Emmanuelle Convers、Heather Tye、Mark Whittaker

  DOI：10.1016/j.tet.2004.05.106

  日期：2004.9

  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.