Chemoselective reactions of 4,6-dichloro-2-(methylsulfonyl)pyrimidine and related electrophiles with amines
Chemoselective SNAr reactions of 4,6-dichloro-2-(methylsulfonyl) pyrimidine and several related electrophiles with amines and their derivatives are described. In the presence of weak bases anilines and secondary aliphatic amines selectively displace the chloride group. Deprotonated anilines and their carbonyl derivatives displace the sulfone group. Sterically and electronically unbiased primary aliphatic amines selectively displace the sulfone group in 4,6-dichloro-2-(methylsulfonyl)pyrimidine; however, their reactions with other electrophiles generally are less selective. Steric-driven selectivity explanation was proposed. Georg Thieme Verlag Stuttgart. New York.
Baiazitov, Ramil,Du, Wu,Lee, Chang-Sun,Hwang, Seongwoo,Almstead, Neil G.,Moon, Young-Choon
p. 1764 - 1784
(2013/07/26)
Simplified analogues of acyclonucleosides. Synthesis of 6-[N-alkyl-N-(4- hydroxybutyl)amino]pyrimidine derivatives
The synthesis of some 6-alkylaminopyrimidine derivatives bearing a 4- hydroxybutyl chain as sugar mimic is described. These new compounds can be regarded as simplified, ring-opened analogues of purine acyclonucleosides.
Botta,Saladino,Anzini,Corelli
p. 1769 - 1777
(2007/10/02)
Endowed with anti-viral activity 2-alkylamino-4,6-dihalo pyrimidines
The invention relates to new pyrimidine derivatives endowed with anti-viral activity, to the method for the preparation thereof and to the pharmaceutical compositions containing them. Pyrimidine derivatives of the invention are useful for the treatment of animals and human patients infected with viruses.
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(2008/06/13)
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