N-[3-(butylamino)-1-oxo-2H-isoquinolin-4-yl]-3-chloro-N-[(4-methoxyphenyl)methyl]benzamide | 1379587-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-[3-(butylamino)-1-oxo-2H-isoquinolin-4-yl]-3-chloro-N-[(4-methoxyphenyl)methyl]benzamide
• CAS: 1379587-82-2
• 化学式: C₂₈H₂₈ClN₃O₃
• 分子量: 490.002
• InChiKey: SZOPUWNDCDLEEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异氰酸叔丁酯 、 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57%的产率得到N-[3-(butylamino)-1-oxo-2H-isoquinolin-4-yl]-3-chloro-N-[(4-methoxyphenyl)methyl]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