SYNTHESIS OF 3-SUBSTITUTED 4-METHYLMERCAPTO- AND 4-AMINOPYRAZOLOPYRIMIDINES AND THEIR RIBOSIDES

Article abstract of DOI:10.1007/BF00506295

3-Cyano-4-methylmercaptopyrazolo<3,4-d>pyrimidine, fusion of which with 1,2,3,5-tetra-O-acetyl-β-D-ribofuranose gave its per-O-acetylated 1-β-D-ribofuranoside in 61percent yield, was synthesized from 3,4-dicyano-5-aminopyrazole.O-Deacetylation of the per-O-acetylated 1-β-D-ribofuranoside was carried out by the action of 1percent HCl in methanol. New pyrazolo<3,4-d>pyrimidines were obtained by the reaction of 3-cyano-4-methylmercaptopyrazolo<3,4-d>pyrimidine and its 1-riboside, as well as 3-cyano-4-aminopyrazolo<3,4-d>pyrimidine, with a number of nucleophilic reagents.The cytotoxic activities of the compounds obtained were studied.