ethyl 2-amino-1-benzyl-6-bromo-4-vinyl-1,4-dihydroquinoline-3-carboxylate | 1201939-28-7

• 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: ethyl 2-amino-1-benzyl-6-bromo-4-vinyl-1,4-dihydroquinoline-3-carboxylate
• 英文别名: ethyl 2-amino-1-benzyl-6-bromo-4-ethenyl-4H-quinoline-3-carboxylate
• CAS: 1201939-28-7
• 化学式: C₂₁H₂₁BrN₂O₂
• 分子量: 413.314
• InChiKey: FRVDNQVQSVMPRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 2-acetamido-1-benzyl-6-bromo-4-vinyl-1,4-dihydroquinoline-3-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以26%的产率得到ethyl 2-amino-1-benzyl-6-bromo-4-vinyl-1,4-dihydroquinoline-3-carboxylate
  参考文献：
  名称：

  The first synthesis of 2-amino-1,4-dihydroquinolines

  摘要：

  A versatile strategy is described for the synthesis of new 2-amino-1,4-dihydroquinolines. it involved a Knoevenagel condensation of N-protected-2-amino-5-bromobenzaldehyde with ethylcyanoacetate, followed by a cyclization and protection of the NH group to afford the key intermediates 7 or 19. Then various 1,4 addition reactions have been performed to introduce substituents on the upper part of the 2-amino-1,4-dihydroquinolines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.018

文献信息

• The first synthesis of 2-amino-1,4-dihydroquinolines
  作者：Guillaume Viault、Danielle Grée、Thierry Roisnel、Srivari Chandrasekhar、René Grée

  DOI：10.1016/j.tet.2009.10.018

  日期：2009.12

  A versatile strategy is described for the synthesis of new 2-amino-1,4-dihydroquinolines. it involved a Knoevenagel condensation of N-protected-2-amino-5-bromobenzaldehyde with ethylcyanoacetate, followed by a cyclization and protection of the NH group to afford the key intermediates 7 or 19. Then various 1,4 addition reactions have been performed to introduce substituents on the upper part of the 2-amino-1,4-dihydroquinolines. (C) 2009 Elsevier Ltd. All rights reserved.