METHODS OF PREPARING 1,3-BENZODIOXOL HETEROCYCLIC COMPOUNDS Russian patent published in 2024 - IPC C07D495/10 

FIELD: pharmaceuticals.

SUBSTANCE: invention relates to a method of producing a compound of formula (I), where R₁ represents CHF₂ and Q represents chlorine, comprising the following steps: (1) introduction into the reaction of a compound of formula (II) wherein R₂ is selected from hydrogen, C_1-6 alkyl and arylalkyl, and R₂₁ is COCH₃; with a compound of formula (III) in the presence of an acid catalyst in the form of clay or zeolite, to form a compound of formula (IV); (2a) introduction into the reaction of a compound of formula (IV) with an aliphatic or aromatic thiol in the presence of a metal hydroxide in a suitable solvent to obtain a compound of formula (VI); (3') introduction into the reaction of the compound of formula (VI) by adding a solution of the compound of formula (VI) and sodium chlorodifluoroacetate in DMF to a preheated mixture of DMF, water and potassium carbonate over an extended period of time to obtain the compound of formula (IX); (4) introduction into the reaction of a compound of formula (IX) with a pyridine compound of formula (X), wherein Q_X is selected from chlorine, bromine, fluorine and iodine, to form a compound of formula (XI); and (5) oxidizing the resulting compound of formula (XI) to obtain a compound of formula (I).

EFFECT: development of a new method of obtaining a compound of formula (I) with high yield and purity, which finds its use in medicine as PDE4 inhibitors.

16 cl, 1 dwg, 10 ex