{2-[(2-Pyridin-2-yl-quinoline-4-carbonyl)-amino]-ethyl}-carbamic acid tert-butyl ester | 778647-42-0

• 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-[(2-Pyridin-2-yl-quinoline-4-carbonyl)-amino]-ethyl}-carbamic acid tert-butyl ester
• CAS: 778647-42-0
• 化学式: C₂₂H₂₄N₄O₃
• 分子量: 392.458
• InChiKey: OZRFKJDRZZDSOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  93.21
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  {2-[(2-Pyridin-2-yl-quinoline-4-carbonyl)-amino]-ethyl}-carbamic acid tert-butyl ester 在 盐酸 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 、 一氟三氯甲烷 为溶剂， 反应 3.5h， 生成 N-[2-(cyclohexylcarbamoylamino)ethyl]-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
• 作为产物：
  描述：

  N-叔丁氧羰基-1,2-乙二胺 、 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 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 以99%的产率得到{2-[(2-Pyridin-2-yl-quinoline-4-carbonyl)-amino]-ethyl}-carbamic acid tert-butyl ester
  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