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Facile Synthesis of 3‐Substituted‐1,2,3,4‐tetrahydropyrido‐[3,2‐ d ]pyrimidine‐2,4‐dione on Poly(ethylene glycol)
Author(s) -
XIANG FengYing,
LU CuiFen,
YANG GuiChun,
CHEN ZuXing
Publication year - 2008
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200890102
Subject(s) - chemistry , ethylene glycol , peg ratio , azide , pyrimidine , catalysis , ethylene , polymer chemistry , organic chemistry , stereochemistry , finance , economics
An 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.