HETEROARYL PIPERAZINE DERIVATIVE, METHOD FOR ITS PREPARATION AND APPLICATION IN MEDICINE

FIELD: medicine/chemistry.SUBSTANCE: present invention relates to a heteroaryl piperazine derivative of the formula I wherein Ring A is phenyl or pyridyl; Y is N or CR5; Q is N or CH; R1is selected from the group consisting of C1-6-alkyl, haloC1-6-alkyl, 3-6 membered cycloalkyl, 3-6 membered heterocyclyl, and phenyl, where each of C1-6alkyl, haloC1-6-alkyl, 3-6-membered cycloalkyl, 3-6-membered heterocyclyl and phenyl are independently optionally further substituted with one or more substituents selected from the group consisting of halogen, C1-6alkyl, C1-6alkoxy and hydroxy; R2is selected from the group consisting of hydrogen and C1-6alkyl, wherein C1-6alkyl is optionally further substituted with one or more C1-6alkoxy; each R3is the same or different, each independently selected from the group consisting of hydrogen and C1-6alkyl; each R4 is the same or different, each independently selected from the group consisting of hydrogen, halogen, C1-6alkyl, halo C1-6alkyl, and cyano; R5is selected from the group consisting of hydrogen and C1-6alkyl; n is 0, 1, 2 or 3 and s is 0, 1, 2, 3 or 4. The invention also relates to a compound of formula IA, wherein Ra is hydrogen or C1-6alkyl; ring A is phenyl or pyridyl; Y is N or CR5; Q is N or CH; each R3is the same or different, each independently selected from the group consisting of hydrogen or C1-6alkyl; each R4 is the same or different, each independently selected from the group consisting of hydrogen, halogen, C1-6alkyl, halo C1-6alkyl and cyano; R5is selected from the group consisting of hydrogen, halogen, and C1-6alkyl; n is 0, 1, 2, or 3 and s is 0, 1, 2, 3 or 4, and to a compound of formula IIIA where M is trifluoroacetic acid; R1is selected from the group consisting of C1-6-alkyl, haloC1-6-alkyl, 3-6 membered cycloalkyl, 3-6 membered heterocyclyl, and phenyl, where each of C1-6-alkyl, haloC1-6-alkyl, 3-6-membered cycloalkyl, 3-6-membered heterocyclyl and phenyl are independently optionally further substituted with one or more substituents selected from the group consisting of halogen, C1-6-alkyl, C1-6-alkoxy and hydroxy; each of R3is the same or different, each independently selected from the group consisting of hydrogen and C1-6-alkyl; t is 0 or 1; and n is 0, 1, 2 or 3. In addition, the invention relates to a process for the preparation of a compound of the formula I, to a pharmaceutical composition for inhibiting the activity of a capsid protein based on a compound of the formula I, and to the use of a co