Synthesis of a novel, recyclable, solid-phase acylating reagent

Bioorg Med Chem Lett. 2002 Jul 22;12(14):1799-802. doi: 10.1016/s0960-894x(02)00272-x.

Abstract

In this paper, we describe the synthesis of N-(6-cyano-1,3-dimethyl-2,4-dioxo-5-substituted-1,3-dihydropyridino[2,3-d] pyrimidin-7-yl)imides 1. We will show the synthesis of 1 using both conventional heating and microwave techniques. In addition, the imide was attached to polystyrene and this immobilized imide was equally as effective at acylating various primary and secondary amines as its solution-phase counterpart.

MeSH terms

  • 2-Propanol / chemistry
  • Acylation
  • Amines / chemistry*
  • Benzoates / chemistry
  • Chromatography, High Pressure Liquid
  • Combinatorial Chemistry Techniques / methods
  • Imides / chemical synthesis*
  • Microwaves
  • Polystyrenes / chemistry
  • Pyridines / chemistry

Substances

  • Amines
  • Benzoates
  • Imides
  • Polystyrenes
  • Pyridines
  • 2-Propanol
  • pyridine
  • benzoyl chloride