N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-N-(4-methoxyphenyl)benzamide | 1379587-60-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-N-(4-methoxyphenyl)benzamide
• CAS: 1379587-60-6
• 化学式: C₂₆H₂₇BrN₂O₃
• 分子量: 495.416
• InChiKey: HXAYOTHKWMVMTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  58.64
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  异氰酸叔丁酯 、 N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-N-(4-methoxyphenyl)benzamide 在 palladium diacetate 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以87%的产率得到N-(3-(tert-butylamino)-1-oxo-1,2-dihydroisoquinolin-4-yl)-N-(4-methoxyphenyl)benzamide
  参考文献：
  名称：

  A Ligand-Free Pd-Catalyzed Cascade Reaction: An Access to the Highly Diverse Isoquinolin-1(2H)-one Derivatives via Isocyanide and Ugi-MCR Synthesized Amide Precursors

  摘要：

  A novel ligand-free palladium-catalyzed cascade reaction for the synthesis of highly diverse isoquinolin-1(2H)-one derivatives from isocyanide and amide precursors synthesized by Ugi-MCR has been developed. A broad variety of acids, amines, and isocyanides were used as starting materials for Ugi-MCR leading to various amide precursors, which in turn provided entry into diverse isoquinolin-1(2H)-one derivatives. The reaction proceeds through tandem isocyanide insertion with intramolecular cyclization followed by a Mazurciewitcz-Ganesan type sequence to provide isoquinoline-1(2H)-one derivatives in moderate to good yields.

  DOI：

  10.1021/ol301131s
• 作为产物：
  描述：

  异氰酸叔丁酯 、 甲氧苯胺 、 苯甲酸 、 邻溴苯甲醛 以 甲醇 为溶剂， 生成 N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-N-(4-methoxyphenyl)benzamide
  参考文献：
  名称：

  A Ligand-Free Pd-Catalyzed Cascade Reaction: An Access to the Highly Diverse Isoquinolin-1(2H)-one Derivatives via Isocyanide and Ugi-MCR Synthesized Amide Precursors

  摘要：

  A novel ligand-free palladium-catalyzed cascade reaction for the synthesis of highly diverse isoquinolin-1(2H)-one derivatives from isocyanide and amide precursors synthesized by Ugi-MCR has been developed. A broad variety of acids, amines, and isocyanides were used as starting materials for Ugi-MCR leading to various amide precursors, which in turn provided entry into diverse isoquinolin-1(2H)-one derivatives. The reaction proceeds through tandem isocyanide insertion with intramolecular cyclization followed by a Mazurciewitcz-Ganesan type sequence to provide isoquinoline-1(2H)-one derivatives in moderate to good yields.

  DOI：

  10.1021/ol301131s