Synthesis of new pyrazole and antibacterial pyrazolopyrimidine derivatives

3-Substituted-1-phenyl-1H -pyrazolo[3,4-d ]pyrimidin-4-amines 2a–c were synthesized by treating 5-aminopyrazole-4-carbonitriles 1a–c with formamide. The reactivity of compounds 1a–c towards some cyclic anhydrides was studied. The condensation of 5-aminopyrazole-4-carbonitrile 1b with triethylorthoformate gives imidate 7b, which reacts with a series of primary amines and leads to pyrazolo[3,4-d ]pyrimidine-4-amines 9 and 10. The reaction of imidate 7b with ammonia and hydroxylamine afforded pyrazolopyrimidine 2b and pyrazolo[3,4-d ]pyrimidin-5-(4H)-ol 11, respectively. The synthesized compounds were completely characterized by H NMR, C NMR, IR, and HRMS. The antibacterial activity of some new synthesized compounds was evaluated and appeared to be significant.