Chloroacylation of 3-amino-2-phenylpyrazole-4-carboxamide (2) using chloroacetyl-(propionyl) chloride
affording 6-chloromethyl(ethyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4[5H]-one (3) or (6). Chlorine atom in compound
(3) or (6) underwent nucleophilic substitution reaction with primary or secondary amines to give
6-alkyl(aryl)aminomethyl(ethyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4[5H]-one (4a-g,7a-f). When arylaminomethyl(
ethyl)pyrazolopyrimidine was treated with formaline (30%) solution in ethanol, underwent Mannich
reaction to afford imidazopyrazolopyrimidines (5a-e) and pyrazolopyrimidopyrimidines (8a-e). Chloromethylpyrimidine
derivative 3 was converted into the corresponding mercaptomethylpyrazolopyrimidene 9, Which
cyclized using bromomalononitrile or phenacyl bromide into pyrazolopyrimidothiazine 11,12
Research Abstract
Research Department
Research Journal
Bull. Korean Chem. Soc
Research Member
Research Publisher
Korean Chem. Soc
Research Rank
1
Research Vol
30, No. 3
Research Year
2009
Research Pages
561-566