METHOD OF PRODUCING IMATINIB AND INTERMEDIATE COMPOUNDS THEREOF Russian patent published in 2013 - IPC C07D401/04 C07D213/55 C07D213/58 

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing 4-methyl-N3-[4-(3-pyridinyl)-2-pyrimidinyl]-1,3-phenylenediamine of formula 1, for example imatinib: (4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide. The invention also relates to intermediate compounds of formula 19 for producing compounds of formula 1. The method of producing compounds of formula , , , where R₁ is amino, nitro, halogen, hydroxy, NH(CO)R₃, NHR₄, R₃ is 4-(halogenmethyl)phenyl, 4-(hydroxymethyl)phenyl, 4-((4-methylpiperazinyl)carbonyl)phenyl, 4-(C₁-C₄alkoxycarbonyl)phenyl or 4-[(4-methyl-1-piperazinyl)methyl]phenyl, R₄ is a protective group for the amino group, comprises steps: a) reacting -oxo-3-pyridinepropionic aldehyde, salt thereof or enol ether thereof of formula 17, where R₂ is hydrogen, C₁-C₄ alkyl, benzyl or phenyl, with arylguanidine of formula 3, to obtain a compound of formula , and b) cyclisation of the intermediate compound of formula 19 in the presence of a base.

EFFECT: method simplifies and reduces the cost of the process and enables to obtain the desired products with high output.

13 cl, 15 ex