NEW METHOD FOR SYNTHESIS OF PIPERAZINYL-ETOXY-BROMOPHENIL DERIVATIVES AND THEIR APPLICATION IN OBTAINING COMPOUNDS CONTAINING THEM Russian patent published in 2023 - IPC C07D241/04 C07D495/04 C07C25/06 C07D487/08 C07F5/02 

FIELD: chemistry.

SUBSTANCE: method for preparing a compound of formula (I) in which R₁ is a methyl group and R₂ is a chlorine atom, R₃ is a methyl group, which includes the step of reacting a compound of formula (IV) with a compound of formula (V) , in which R₃ has the above definition and X^- is a tosylate counterion, in anisole at a temperature greater than 135°C, in the presence of a carbonate salt. The invention also relates to processes for the preparation of a compound of formula (II) in which R₁ is a methyl group and R₂ is a chlorine atom, R₃ is a methyl group, R₄ and R₅ form with the oxygen atoms that carry them and a boron atom 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl ring, by reacting a compound of formula (I) with a boronic acid ester of formula (VIII), in which R₄ and R₅ have the above definitions and R represents a hydrogen atom, a hydroxy group, a linear or branched (C₁-C₆)alkoxy group, or a (C₀-C₆)alkyl-B(OR₄)(OR₅) group. The invention also relates to the use of compounds of formulas (VII) and (V) in the synthesis of compounds of formula (I) or (II).

EFFECT: new method for obtaining compounds of formulas (I) and (II) with high yields and purity, which can be used as intermediates for the synthesis of 2-{[5-{3-chloro-2-methyl-4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}-6-(5-fluorofuran-2-yl)thieno[2,3-d]pyrimidin-4-yl]oxy}-3-(2-{[1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl]methoxy}phenyl)propanoic acid and 2-{[5-{3-chloro-2-methyl-4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]oxy}-3-(2-{[2-(2-methoxyphenyl)pyrimidin-4-yl]methoxy}phenyl)propanoic acid.

22 cl, 1 tbl, 13 ex