SYK INHIBITOR SALT AND CRYSTALLINE FORM THEREOF Russian patent published in 2024 - IPC C07D401/14 A61K31/4709 C07D405/14 A61K31/496 A61P11/00 A61P13/00 A61P19/00 A61P29/00 A61P35/00 A61P37/00 

FIELD: chemistry.

SUBSTANCE: invention relates to a hydrochloride of a compound of formula I. Hydrochloride of the compound of formula (I) is a crystal of form A, characterized by the presence of diffraction peaks represented by values of 2θ, at 4.9°, 10.1°, 12.2°, 15.5°, 19.6° and 23.8° on powder X-ray diffraction spectrum, or crystal of form B, characterized by the presence of diffraction peaks represented by values of 2θ, at 5.2°, 10.4°, 14.7°, 15.5° and 25.3° on powder X-ray diffraction spectrum. Invention relates to a pharmaceutical composition for treating a disease associated with the Syk receptor, containing a therapeutically effective amount of the hydrochloride of the compound of formula I according to the invention. Method of producing the hydrochloride of a compound of formula I form A is carried out by (1) adding a compound of formula I to a preheated solvent selected from the group consisting of water and ethyl acetate at temperature of 30–40 °C, adding, drop by drop, another solvent selected from the group consisting of formic acid, acetic acid and propionic acid until the solution becomes clear, and stirring while maintaining temperature; (2) adding dropwise diluted hydrochloric acid to the solution from step (1), and stirring over night while maintaining the temperature, and (3) dropwise addition of a solvent selected from the group consisting of methanol and ethanol into the solution from step (2), mixed with precipitation of a solid substance, filtered and dried to obtain a crystal of form A of the hydrochloride of the compound of formula I. Method of producing a hydrochloride of a compound of formula I form B is carried out by (1) adding a compound of formula I to a solvent selected from the group consisting of methanol, ethanol, acetic acid, acetone or a mixture of any two said solvents, and mixing with dissolution; (2) adding diluted hydrochloric acid to the solution from step (1), and stirring overnight, and (3) centrifuging the solution from step (2), and drying the solid to obtain a form B crystal of the hydrochloride of the compound of formula I.

EFFECT: hydrochloride of the compound of formula I in crystalline form, having high stability, low hygroscopicity and used in preparing a drug for treating a disease associated with the Syk receptor.

18 cl, 5 dwg, 4 tbl, 13 ex