Purine derivatives are widely studied due to their biological activity and extensive potential in medicine. Thiopurine based compounds have already been proven as effective tools in the treatment of cancer and autoimmune disorders. A new synthetic approach for the synthesis of 6-azido-2-arylthiopurine derivatives was developed. Further CuAAC reaction leaded to 6-triazolylderivatives with excellent yields. In addition, by rearranging the sequence of reactions regioisomers 6 were obtained. Despite the location of triazolyl- and thiogroups following nucleophilic substitution with piperidine was observed regioselectively at C6 position of purine.