Conjugate addition of nucleophiles to the vinyl function of 2-chloro-4-vinylpyrimidine derivatives

Molecules. 2010 Mar 19;15(3):1973-84. doi: 10.3390/molecules15031973.

Abstract

Conjugate addition reaction of various nucleophiles across the vinyl group of 2-chloro-4-vinylpyrimidine, 2-chloro-4-(1-phenylvinyl)pyrimidine and 2-chloro-4-vinylquinazoline provides the corresponding 2-chloro-4-(2-substituted ethyl)pyrimidines and 2-chloro-4-(2-substituted ethyl)quinazolines. Treatment of these products, without isolation, with N-methylpiperazine results in nucleophilic displacement of chloride and yields the corresponding 2,4-disubstituted pyrimidines and quinazolines.

MeSH terms

  • Magnetic Resonance Spectroscopy
  • Pyrimidines / chemistry*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Pyrimidines