2-amino-1-(2-bromobenzyl)-3-(tert-butoxycarbonyl)-4,5-dimethylpyrrole | 1313429-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-amino-1-(2-bromobenzyl)-3-(tert-butoxycarbonyl)-4,5-dimethylpyrrole
• 英文别名: Tert-butyl 2-amino-1-[(2-bromophenyl)methyl]-4,5-dimethylpyrrole-3-carboxylate
• CAS: 1313429-68-3
• 化学式: C₁₈H₂₃BrN₂O₂
• 分子量: 379.297
• InChiKey: YMZBXGFMNWTZRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-1-(2-bromobenzyl)-3-(tert-butoxycarbonyl)-4,5-dimethylpyrrole 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 叔丁醇 为溶剂， 反应 4.0h， 以84%的产率得到3-tert-butoxycarbonyl-1,2-dimethyl-4,9-dihydropyrrolo[2,1-b]quinazoline
  参考文献：
  名称：

  An intramolecular N-arylation approach to 3-functionalized 4,9-dihydropyrrolo[2,1-b]quinazolines

  摘要：

  AbstractA series of 4,9‐dihydropyrrolo[2,1‐b]quinazolines containing electron withdrawing groups at the 3‐position have been prepared by the palladium‐catalyzed intramolecular N‐arylation of some 2‐aminopyrroles having a 2‐bromobenzyl group at the N‐1 position. Important for success of the reaction is the use of X‐phos, a biphenyl mono‐phosphine ligand, instead of xantphos, a more standard diphosphine ligand, and the use of t‐BuOH as reaction solvent. J. Heterocyclic Chem., (2011).

  DOI：

  10.1002/jhet.534
• 作为产物：
  描述：

  邻溴苄胺 以 乙醇 为溶剂， 反应 2.0h， 生成 2-amino-1-(2-bromobenzyl)-3-(tert-butoxycarbonyl)-4,5-dimethylpyrrole
  参考文献：
  名称：

  An intramolecular N-arylation approach to 3-functionalized 4,9-dihydropyrrolo[2,1-b]quinazolines

  摘要：

  AbstractA series of 4,9‐dihydropyrrolo[2,1‐b]quinazolines containing electron withdrawing groups at the 3‐position have been prepared by the palladium‐catalyzed intramolecular N‐arylation of some 2‐aminopyrroles having a 2‐bromobenzyl group at the N‐1 position. Important for success of the reaction is the use of X‐phos, a biphenyl mono‐phosphine ligand, instead of xantphos, a more standard diphosphine ligand, and the use of t‐BuOH as reaction solvent. J. Heterocyclic Chem., (2011).

  DOI：

  10.1002/jhet.534

文献信息

• An intramolecular N-arylation approach to 3-functionalized 4,9-dihydropyrrolo[2,1-b]quinazolines
  作者：Nisaraporn Suthiwangcharoen、Steven M. Pochini、Daniel P. Sweat、Chad E. Stephens

  DOI：10.1002/jhet.534

  日期：2011.5

  AbstractA series of 4,9‐dihydropyrrolo[2,1‐b]quinazolines containing electron withdrawing groups at the 3‐position have been prepared by the palladium‐catalyzed intramolecular N‐arylation of some 2‐aminopyrroles having a 2‐bromobenzyl group at the N‐1 position. Important for success of the reaction is the use of X‐phos, a biphenyl mono‐phosphine ligand, instead of xantphos, a more standard diphosphine ligand, and the use of t‐BuOH as reaction solvent. J. Heterocyclic Chem., (2011).