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1. A compound of the formula (I) in which the ring Q represents 8- or 9-membered heteroaryl, R1 represents fluorine, chlorine, cyano, difluoromethyl, trifluoromethyl, (C1-C4)-alkyl, (C3-C7)-cycloalkyl or (C1-C4)-alkoxy, n represents a number 0, 1 or 2, R2 represents trifluoromethyl, (C1-C6)-alkyl, (C3-C8)-cycloalkyl, phenyl or 5- or 6-membered heteroaryl, where (C1-C6)-alkyl is substituted by a substituent selected from the group consisting of difluoromethyl and trifluoromethyl, where (C1-C6)-alkyl may be substituted by 1 to 3 fluorine substituents, where (C3-C8)-cycloalkyl may be substituted by 1 or 2 substituents selected independently of one another from the group consisting of fluorine, methyl and methoxy, where phenyl is substituted by 1 to 3 fluorine substituents, where phenyl may be substituted by 1 or 2 substituents selected independently of one another from the group consisting of methyl and methoxy, and where 5- and 6-membered heteroaryl may be substituted by 1 or 2 substituents selected independently of one another from the group consisting of fluorine, trifluoromethyl and methyl, R3 represents a group of the formula where ## represents the point of attachment to the ring Q, L represents CH or N, M represents CR4 or N,
in whichR4 represents —R5, —OR6 or —NR7R8, in which R5 represents hydrogen, halogen, cyano, (C1-C6)-alkyl, (C2-C4)-alkynyl, (C1-C4)-alkylcarbonyl or (C1-C4)-alkoxycarbonyl,
in which (C1-C6)-alkyl and (C2-C4)-alkynyl for their part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, difluoromethoxy, trifluoromethoxy, oxo —(C═O)p—OR9, —C(═O)p—NR9R10, —NR9—(C═O)—R10, —NR9—(C═O)—OR10, —NR9—(C═O)—NR10R11, —NR9—SO2—R10, —S(O)q—R12 and —SO2—NR9R10, R6 represents hydrogen, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, 4- to 7-membered heterocyclyl, phenyl or 5- or 6-membered heteroaryl,
in which (C1-C6)-alkyl, (C3-C7)-cycloalkyl, 4- to 7-membered heterocyclyl, phenyl or 5- or 6-membered heteroaryl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, (C3-C6)-cycloalkyl, difluoromethoxy, trifluoromethoxy, oxo —(C═O)p—OR9, —C(═O)p—NR9R10, —NR9—(C═O)—R10, —NR9—(C═O)—OR10, —NR9—(C═O)—NR10R11, —NR9—SO2—R10, —S(O)q—R12 and —SO2—NR9R10, R7 represents hydrogen or (C1-C4)-alkyl, R8 represents hydrogen, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, 4- to 7-membered heterocyclyl, phenyl or 5- or 6-membered heteroaryl,
in which (C1-C6)-alkyl, (C3-C7)-cycloalkyl, 4- to 7-membered heterocyclyl, phenyl or 5- or 6-membered heteroaryl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, difluoromethoxy, trifluoromethoxy, oxo, —(C═O)p—OR9, —(C═O)p—NR9R10, —NR9—(C═O)—R10, —NR9—(C═O)—OR10, —NR9—(C═O)—NR10R11, —NR9—SO2—R10, —S(O)q—R12, —SO2—NR9R10, phenyl, 4- to 7-membered heterocyclyl and 5- or 6-membered heteroaryl, in which in each case p represents the number 0 or 1, q represents the number 0, 1 or 2, R9, R10 and R11 independently of one another each represent hydrogen, (C1-C6)-alkyl or (C3-C8)-cycloalkyl,
in which (C1-C6)-alkyl for its part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine, difluoromethyl, trifluoromethyl, hydroxy, (C1-C6)-alkoxy, difluoromethoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino, di-(C1-C6)-alkylamino and 4- to 7-membered heterocyclyl, or R9 and R10 together with the atom(s) to which they are respectively attached form a 4- to 7-membered heterocycle,
in which the 4- to 7-membered heterocycle for its part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine, cyano, trifluoromethyl, (C1-C6)-alkyl, hydroxy, oxo, (C1-C6)-alkoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino, or R10 and R11 together with the atom(s) to which they are respectively attached form a 4- to 7-membered heterocycle,
in which the 4- to 7-membered heterocycle for its part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine, cyano, trifluoromethyl, (C1-C6)-alkyl, hydroxy, oxo, (C1-C6)-alkoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino, and in which R12 represents (C1-C6)-alkyl or (C3-C7)-cycloalkyl, or in which R7 and R8 together with the nitrogen atom to which they are attached form a 4- to 7-membered heterocycle or 5- or 6-membered heteroaryl,
in which the 4- to 7-membered heterocycle and the 5- or 6-membered heteroaryl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, cyano, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, hydroxy, oxo, (C1-C6)-alkoxy, difluoromethoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino,andin which all (C1-C4)-alkyl, (C1-C6)-alkyl, (C3-C8)-cycloalkyl and 4- to 7-membered heterocyclyl groups mentioned above, unless stated otherwise, may each independently of one another additionally be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, difluoromethyl, trifluoromethyl, (C3-C7)-cycloalkyl, hydroxy, difluoromethoxy, trifluoromethoxy, (C1-C4)-alkoxy, hydroxycarbonyl, (C1-C4)-alkoxycarbonyl, amino, phenyl, 4- to 7-membered heterocyclyl and 5- or 6-membered heteroaryl, the ring P1 represents 5- to 7-membered heterocyclyl, phenyl or 5- or 6-membered heteroaryl,
in which 5- to 7-membered heterocyclyl, phenyl and 5- or 6-membered heteroaryl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of halogen, cyano, difluoromethyl, trifluoromethyl, trideuteromethyl, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C3-C7)-cycloalkyl, oxo, difluoromethoxy, trifluoromethoxy, thiooxo and a group of the formula -M-R13,
in which (C1-C6)-alkyl may be substituted by 1 to 3 substituents selected independently from the group consisting of fluorine, cyano, trifluoromethyl, (C3-C7)-cycloalkyl, difluoromethoxy and trifluoromethoxy, the ring P2 represents 5-membered heteroaryl,
in which 5-membered heteroaryl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of halogen, cyano, difluoromethyl, trifluoromethyl, trideuteromethyl, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C3-C7)-cycloalkyl, oxo, difluoromethoxy, trifluoromethoxy, thiooxo and a group of the formula -M-R13,
in which (C1-C6)-alkyl may be substituted by 1 to 3 substituents selected independently from the group consisting of fluorine, cyano, trifluoromethyl, (C3-C7)-cycloalkyl, difluoromethoxy and trifluoromethoxy,and in which in each caseM represents a bond or (C1-C4)-alkanediyl,R13 represents —(C═O)r—OR14, —(C═O)r—NR14R15, —C(═S)—NR14R15, —NR14—(C═O)—R15, —NR14—(C═O)—OR17, —NR14—(C═O)—NR15R16, —NR14—SO2—NR15R16, —NR14—SO2—R17, —S(O)s—R17, —SO2—NR14R15, 4- to 7-membered heterocyclyl, phenyl, benzyl or 5- or 6-membered heteroaryl, in which r represents the number 0 or 1, s represents the number 0, 1 or 2, R14, R15 and R16 independently of one another each represent hydrogen, (C1-C6)-alkyl, (C3-C8)-cycloalkyl, 4- to 7-membered heterocyclyl, phenyl, benzyl or 5- or 6-membered heteroaryl, or R14 and R15 together with the atom(s) to which they are respectively attached form a 4- to 7-membered heterocycle,
in which the 4- to 7-membered heterocycle for its part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of cyano, trifluoromethyl, (C1-C6)-alkyl, hydroxy, oxo, (C1-C6)-alkoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino, or R14 and R15 together with the atom(s) to which they are respectively attached form a 4- to 7-membered heterocycle,
in which the 4- to 7-membered heterocycle for its part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of cyano, trifluoromethyl, (C1-C6)-alkyl, hydroxy, oxo, (C1-C6)-alkoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino, R17 represents (C1-C6)-alkyl or (C3-C7)-cycloalkyl, or R14 and R17 together with the atom(s) to which they are respectively attached form a 4- to 7-membered heterocycle,
in which the 4- to 7-membered heterocycle for its part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of cyano, trifluoromethyl, (C1-C6)-alkyl, hydroxy, oxo, (C1-C6)-alkoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino, and in which 4- to 7-membered heterocyclyl, phenyl, benzyl and 5- or 6-membered heteroaryl for their part may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of halogen, cyano, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, hydroxy, oxo, thioxo and (C1-C4)-alkoxy,andin which the (C1-C4)-alkyl, (C1-C6)-alkyl, (C3-C8)-cycloalkyl and 4- to 7-membered heterocyclyl groups mentioned above, unless stated otherwise, may each independently of one another additionally be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, hydroxy, difluoromethoxy, trifluoromethoxy, (C1-C4)-alkoxy, hydroxycarbonyl, (C1-C4)-alkoxycarbonyl, amino, phenyl, 4- to 7-membered heterocyclyl and 5- or 6-membered heteroaryl, and the N-oxides, salts, solvates, salts of the N-oxides and solvates of the N-oxides or salts thereof, except for the compounds: 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-8-methyl-9H-purine, 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-8-methyl-9H-purine-6-amine, N-butyl-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-8-methyl-9H-purine-6-amine. |
