METHOD OF STEREOSELECTIVE PREPARATION OF CHIRAL 2-[(HETERO)ARYLAKYLSULPHANYL]PYRIMIDINES AND PRODUCTS OBTAINED FROM THEM Russian patent published in 2024 - IPC C07D239/56 C07D513/04 

FIELD: pharmaceuticals.

SUBSTANCE: invention relates to a method of preparing a compound of Formula I or a salt thereof, where R¹ represents either aryl or pyridyl, optionally substituted with one or more groups selected from halogen, -CN, -C(O)NR³R⁴, -S(O)₂R⁵; C_1-6 alkyl, C_2-6 alkenyl, C_2-6 alkynyl, where the last three groups are optionally substituted with one or more F; R² represents C_1-6 alkyl, optionally substituted by one or more F; each R³ and R⁴ independently represents either H or C_1-6 alkyl, optionally substituted with one or more F; R⁵ represents C_1-6 alkyl, optionally substituted with one or more F; wherein the said process comprises the following steps: (i) forming a compound of Formula II, wherein R¹ and R² are as specified for a compound of Formula I, and R⁶ is C_1-6 alkyl, optionally substituted with one or more F or phenyl, optionally substituted with one or more groups selected from halogen, methyl and -NO₂ by contacting a compound of Formula III with a suitable sulfonating agent in the presence of a suitable base B¹ and a suitable solvent S¹, wherein S1 is the solvent in which the salt formed between B¹ and the leaving group of the sulfonating agent is insoluble, and then (ii) contacting a compound of Formula II with a compound of Formula IV, wherein M⁺ is either Li⁺, Na⁺, K⁺ or Cs⁺, and where the compound of Formula III is presented as a single enantiomer. The invention also relates to a method of producing a compound of formula (VII), including a method of producing a compound of formula (I).

EFFECT: method has been developed for obtaining a compound of formula (I) with high yield and degree of chiral purity.

27 cl, 2 dwg, 4 ex