84941-17-3Relevant academic research and scientific papers
SYNTHESIS OF 3-SUBSTITUTED 4-METHYLMERCAPTO- AND 4-AMINOPYRAZOLOPYRIMIDINES AND THEIR RIBOSIDES
Bulychev, Yu. N.,Korbukh, I. A.,Preobrazhenskaya, M. N.
, p. 210 - 215 (2007/10/02)
3-Cyano-4-methylmercaptopyrazolopyrimidine, 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 pyrazolopyrimidines were obtained by the reaction of 3-cyano-4-methylmercaptopyrazolopyrimidine and its 1-riboside, as well as 3-cyano-4-aminopyrazolopyrimidine, with a number of nucleophilic reagents.The cytotoxic activities of the compounds obtained were studied.
REACTION OF 3,4-DICYANO-5-AMINOPYRAZOLE WITH ETHYL ORTHOFORMATEI730
Bulychev, Yu.N.,Korbukh, I.A.,Preobrazhenskaya, M.N.
, p. 1302 - 1305 (2007/10/02)
The condensation of 3,4-dicyano-5-aminopyrazole with ethyl orthoformate was studied.Under severe conditions (150 deg C) the principal reaction product is N-ethyl-3,4-dicyano-5-ethoxymethylaminopyrazole.Alkylation of the pyrazole ring does not occur at 100 deg C, but 3,4-dicyano-5-ethoxymethyleneaminopyrazole is formed.Isomeric 1-and 2-ethyl-4-aminopyrazolopyrimidine-3-carboxylic acid methyl imino esters were obtained by the action of a methanol solution of ammonia on the principal reaction product.This constitutes evidence that N-ethyl-3,4-dicyano-5-ethoxymethyleneaminopyrazole is a mixture of 1- and 2-ethyl- 3,4-dicyano-5-ethoxymethyleneaminopyrazoles.
