Facile Synthesis of 3‐Substituted‐1,2,3,4‐tetrahydropyrido‐[3,2‐d]pyrimidine‐2,4‐dione on Poly(ethylene glycol)

Abstract

AbstractAn efficient and short route to synthesize pyrido[3,2‐d]pyrimidinediones was achieved using poly(ethylene glycol) as a soluble polymeric support and phase transfer catalyst. The poly(ethylene glycol) (PEG) was reacted with 2,3‐pyridinedicarboxylic anhydride to give PEG‐bound ester 1, which was transformed into corresponding PEG‐bound acyl azide 2. Then the PEG‐supported acyl azide 2 was rearranged, reacted with a series of amines and spontaneously cycled to give product 5 in 84%–88% overall yields.