Syntheses of 2-alkylamino- and 2-dialkylamino-4,6-diarylpyridines and 2,4,6-trisubstituted pyrimidines using solid-phase-bound chalcones

J Comb Chem. 2000 Mar-Apr;2(2):182-5. doi: 10.1021/cc990072q.

Abstract

Several substituted 2- and 4-hydroxyacetophenones are linked to Wang resin via a modified Mitsunobu protocol. These resin-bound acetophenones are condensed with aromatic aldehydes, and the resulting chalcones 5 are used for the synthesis of 2-dialkylamino- (9a-d) and 2-alkylamino-4,6-diarylpyridines (11a-f), and 2-alkyl-4,6-diaryl- (14a) and 2,4,6-triarylpyrimidines (14b,c) in a manner suitable for combinatorial applications.

MeSH terms

  • Acetophenones
  • Aldehydes / chemical synthesis
  • Chalcone / chemistry*
  • Indicators and Reagents
  • Pyridines / chemical synthesis*
  • Pyrimidines / chemical synthesis*
  • Resins, Plant

Substances

  • Acetophenones
  • Aldehydes
  • Indicators and Reagents
  • Pyridines
  • Pyrimidines
  • Resins, Plant
  • Chalcone