Synthesis of Unsymmetrically Substituted Succinic Acid Diamides Containing a Pharmacophoric 2-Aminopyrimidine Fragment as Potential Protein Kinase Inhibitors

Succinic acid diamides containing two pharmacophoric fragments, one of which is 2amino­pyrimidine, and the other, N -methylpiperazine, 2-aminopyrimidine, or substituted aniline moiety, were synthesized in two steps. The synthetic scheme included acylation of substituted (pyrimidin-2-ylamino)aniline or pyrimidin-2-amine with succinic anhydride and the subsequent acylation of another heterocyclic or aromatic amine with the resulting pyrimidine-substituted succinic acid monoamide. The key intermediate products in the synthesis are succinic acid anilides. The acylation heterocyclic or aromatic amines with substituted succinic acid monochloride or amidation of succinic acid benzotriazolyl ester gave the corresponding succinic acid diamides as potential inhibitors of enzymes mediating tumorigenic processes.