Primaquine is an important 8-aminoquinoline antimalarial drug. Apart from antimalarial, its derivatives have shown cytostatic activity. Cinnamic acid is naturally occurring carboxylic acid, whose derivatives have wide range of biological activity, including cytostatic. In addition, cinnamic acid has ability to boost antitumor activity of the primary compound. The purpose of this research was to prepare amides of primaquine and three cinnamic acid derivatives. Two different methods were used. In the method A, the auxiliary compound benzotriazole in form of 1-benzotriazolecarboxylic acid chloride (BtcCl, 1) was used for the preparation of reactive compounds benzotriazolides (2a-c), which gave corresponding amides (4a-c) in the reaction with primaquine. In the method B, cinnamic acid derivatives were firstly converted into corresponding acyl chlorides (3a-c) with thionyl chloride. Prepared acyl chlorides (3a-c) were used in the following reaction step without isolation. In the reaction with primaquine, amides (4a-c) were obtained. The reaction times in the method A were shorter than in the method B. However, yields were similar in both methods. Structures of synthesized amides were confirmed by the usual spectroscopic methods (IR, 1H and13C NMR, MS) and for every solid compound its melting point was determined. Antitumor activity of synthesized primaquine derivatives will be tested in further analysis.