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Preparation of the Pyridinium Salts Differing in the Length of the N-Alkyl Substituent
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Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives

Department of Chemistry, Georgia State University, Atlanta, Georgia 30302-4098, USA
Author to whom correspondence should be addressed.
On leave of absence from Department of Chemical Technology of Drugs, Medical University of Gdańsk, Al. Gen. Hallera 107, 80–416 Gdańsk, Poland.
Molecules 2010, 15(3), 1973-1984;
Received: 2 March 2010 / Revised: 9 March 2010 / Accepted: 18 March 2010 / Published: 19 March 2010
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. View Full-Text
Keywords: conjugate addition; vinylpyrimidine; vinylquinazoline conjugate addition; vinylpyrimidine; vinylquinazoline
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Raux, E.; Klenc, J.; Blake, A.; Sączewski, J.; Strekowski, L. Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives. Molecules 2010, 15, 1973-1984.

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