FIELD: pharmacology.
SUBSTANCE: invention relates to an improved method for obtaining 5-[2-[7-(trifluoromethyl)-5-[4-(trifluoromethyl)phenyl]pyrazolo[1.5-a]pyrimidine-3-yl]ethinyl]-2-pyridinamine (A), which is useful in treatment of depression and other disorders of the central nervous system. The invention also relates to an improved process for the preparation of formula 9 compound, which is used in the synthesis of compound A as an intermediate. The method for compound 9 preparation comprises the following steps: a) 5-amino-2-iodopyridine 8 reacting with 2-methyl-3-butyn-2-ol by the reaction of Sonogashir in the presence of a PdCl2(PPh3)2CuJ catalyst with triethylamine as a base in 2-methyltetrahydrofuran to obtain compound 13 and b) removing the protecting group in the presence of aqueous sodium hydroxide in toluene as follows:
Formula A compound is prepared by compound 3 or 7
reacting with compound 9 obtained above under Sonogashir coupling reaction conditions in an inert solvent. The preferred starting compound 7 is obtained by compound 11
reacting with an iodinating agent, for example, N-iodosuccinimide, under acidic conditions.
EFFECT: method allows to obtain compound A in high yield and purity and is suitable for application on a large scale in industrial plants.
4 cl, 21 ex
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