METHOD FOR PRODUCING PYRIMIDIN-1-OL COMPOUND AND ITS INTERMEDIATE COMPOUND Russian patent published in 2019 - IPC C07D239/36 C07D239/34 

FIELD: chemistry.

SUBSTANCE: invention relates to a new method for producing 2,4-di-C_1-6alkyl pyrimidine-5-ol of formula (I), in particular, 2,4-dimethylpyrimidine-5-ol, and to a new starting product, a nitrophenyl ester of general formula (V). Method also includes the steps of preparing a compound of formula (V). Most preferred compound of formula (I), obtained according to the proposed method – 2,4-dimethylpyrimidine-5-ol, is a key intermediate compound for obtaining a compound that has an antagonistic effect on an orexin receptor and is suitable as a treatment for insomnia. Method for obtaining the compounds of formula (I) or its salt, (I) (V) where R¹ and R² represent C_1-6alkyl groups that are the same or different from each other include the step of hydrolyzing a compound of formula (V) or a salt thereof. New compound of formula (V) or its salt is obtained by reacting a compound of formula (IV) or its salt with the compound of formula (VI) or its salt (IV) (VI). Compound of formula (IV) used or its salt is obtained by reacting a compound of formula (III) with N,N-dimethylformamide dimethyl acetal, (III). Compound of formula (III) is obtained by the reaction of 4-nitrophenol with a compound of formula (VII) , and X represents chlorine or bromine, and R¹ and R² at all stages have the above values. Preferably at all stages of the process as R¹, and R² represent methyl groups. Compound of formula (I) is obtained in high yield (93 %). New compound (V) used in the method is an inexpensive and readily available starting material and allows to conduct the process regioselectively.

EFFECT: production of the product and impurities is easily controlled and does not require the use of reagents and intermediate compounds that cause health problems.

7 cl, 3 ex

Хим. - Chem.