N-(2-bromo-5-methoxybenzyl)-2-methyl-N-benzylacrylamide | 558483-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(2-bromo-5-methoxybenzyl)-2-methyl-N-benzylacrylamide
• 英文别名: N-benzyl-N-[(2-bromo-5-methoxyphenyl)methyl]-2-methylprop-2-enamide
• CAS: 558483-99-1
• 化学式: C₁₉H₂₀BrNO₂
• 分子量: 374.277
• InChiKey: LHUCMNCBMZVKLA-UHFFFAOYSA-N

物化性质

• 沸点：
  532.3±50.0 °C(Predicted)
• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-bromo-5-methoxybenzyl)-2-methyl-N-benzylacrylamide 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 15.0h， 以28%的产率得到2-benzyl-8-methoxy-4-methyl-1,2,4,5-tetrahydrobenzo[c]azepin-3-one
  参考文献：
  名称：

  Convenient Synthesis of 2-Benzazepines via Radical Cyclization

  摘要：

  Synthesis of 2-benzazepines was readily achieved via 7-endo radical cyclization of N-o-bromobenzylitaconamides or N-o-bromobenzylmethacrylamides which were prepared in two steps from commercially available benzaldehydes, amines, and alpha,beta-unsaturated acids.

  DOI：

  10.1021/jo030052h
• 作为产物：
  描述：

  2-溴-5-甲氧基苯甲醛 在 4-二甲氨基吡啶 、 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 N-(2-bromo-5-methoxybenzyl)-2-methyl-N-benzylacrylamide
  参考文献：
  名称：

  Convenient Synthesis of 2-Benzazepines via Radical Cyclization

  摘要：

  Synthesis of 2-benzazepines was readily achieved via 7-endo radical cyclization of N-o-bromobenzylitaconamides or N-o-bromobenzylmethacrylamides which were prepared in two steps from commercially available benzaldehydes, amines, and alpha,beta-unsaturated acids.

  DOI：

  10.1021/jo030052h

文献信息

• Modular Strategy for the Synthesis of Functionalized Aryl-Fused Azabicyclo[2.2.2]octanes via Sequential Cu/Pd/Ru Catalysis
  作者：Lucas F. McCormick、Helena C. Malinakova

  DOI：10.1021/jo400974k

  日期：2013.9.6

  novel sequence of Cu-catalyzed three-component coupling of diversely substituted N-benzyl o-bromoaryl imines with methacryloyl chloride and vinyltributyl stannane followed by Pd-catalyzed Heck annulation. Subsequent diversification of the aryl-fused 2-azabicyclo[2.2.2]octane core was achieved by attaching a flexible linker and a potential second pharmacophore via Ru-catalyzed cross-metathesis and a

  芳基稠合的2-氮杂双环[2.2.2]辛烷是通过Cu催化的新序列，将不同取代的N-苄基邻溴代亚芳基亚胺与甲基丙烯酰氯和乙烯基三丁基锡锡烷进行Cu催化的三组分偶联，然后进行Pd催化的Heck环化。芳基稠合的2-氮杂双环[2.2.2]辛烷核的随后多样化是通过Ru催化的交叉复分解和亲核取代连接柔性接头和潜在的第二药效团实现的。
• Convenient Synthesis of 2-Benzazepines via Radical Cyclization
  作者：Akio Kamimura、Yohei Taguchi、Yoji Omata、Masahiko Hagihara

  DOI：10.1021/jo030052h

  日期：2003.6.1

  Synthesis of 2-benzazepines was readily achieved via 7-endo radical cyclization of N-o-bromobenzylitaconamides or N-o-bromobenzylmethacrylamides which were prepared in two steps from commercially available benzaldehydes, amines, and alpha,beta-unsaturated acids.