Substituted imidazopyrimidines and triazolopyrimidines

A compound of the formula

• in which
• A is CR15,
• where
• R15 is hydrogen, bromine or chlorine,
• R1 is hydrogen, hydroxy, amino, hydroxycarbonyl, aminocarbonyl, trifluoromethyl, trifluoromethoxy, cyano, C1-C4-alkyl, C1-C4-alkoxy, C1-C6-alkylamino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C6-alkylaminocarbonyl, dihydroxypropyl-aminocarbonyl, dihydroxybutylaminocarbonyl, dihydroxypentylaminocarbonyl, C1-C4-alkylcarbonylamino, C1-C4-alkylsulphonylamino, 5- or 6-membered heterocyclylcarbonyl, —CH2R13 or —CH2CH2R14,
• where alkoxy, alkylamino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl, alkylcarbonylamino and alkylsulphonylamino may be substituted by a substituent, where the substituent is selected from the group consisting of hydroxy, amino, hydroxycarbonyl, aminocarbonyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl, C1-C4-alkylcarbonylamino and 5- or 6-membered heterocyclyl,
• in which heterocyclyl may be substituted by 1 to 3 substituents, where the substituents are selected independently of one another from the group consisting of halogen, hydroxy, oxo, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl and C1-C4-alkylaminocarbonyl,
• and
• where heterocyclylcarbonyl may be substituted by 1 to 3 substituents,
• where the substituents are selected independently of one another from the group consisting of halogen, hydroxy, oxo, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl and C1-C4-alkylaminocarbonyl,
• and
• where
• R13 is hydroxy, amino, cyano, hydroxycarbonyl, aminocarbonyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl, C1-C4-alkylcarbonylamino, 5- or 6-membered heterocyclyl or 5- or 6-membered heteroaryl,
• in which alkoxy, alkylamino, alkoxycarbonyl, alkylaminocarbonyl and alkylcarbonylamino may be substituted by a substituent, where the substituent is selected from the group consisting of hydroxy, amino, hydroxycarbonyl, aminocarbonyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl and C1-C4-alkylcarbonylamino,
• and
• in which heterocyclyl and heteroaryl may be substituted by 1 to 3 substituents, where the substituents are selected independently of one another from the group consisting of halogen, hydroxy, oxo, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl and C1-C4-alkylaminocarbonyl,
• and
• where
• R14 is hydroxy, amino, cyano, hydroxycarbonyl, aminocarbonyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl, C1-C4-alkylcarbonylamino, 5- or 6-membered heterocyclyl or 5- or 6-membered heteroaryl,
• in which alkoxy, alkylamino, alkoxycarbonyl, alkylaminocarbonyl and alkylcarbonylamino may be substituted by a substituent, where the substituent is selected from the group consisting of hydroxy, amino, hydroxycarbonyl, aminocarbonyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl and C1-C4-alkylcarbonylamino,
• and
• in which heterocyclyl and heteroaryl may be substituted by 1 to 3 substituents, where the substituents are selected independently of one another from the group consisting of halogen, hydroxy, oxo, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl and C1-C4-alkylaminocarbonyl,
• R2 is C6-C10-aryl or 5- to 10-membered heteroaryl,
• where aryl and heteroaryl may be substituted by 1 to 3 substituents, where the substituents are selected independently of one another from the group consisting of hydroxy, hydroxymethyl, amino, halogen, cyano, trifluoromethyl, trifluoromethoxy, aminocarbonyl, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkoxymethyl, C1-C4-alkylamino, C1-C4-alkylaminomethyl, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl, C1-C4-alkylcarbonylamino, C1-C4-alkylsulphonyl, C1-C4-alkylsulphonylamino, C1-C4-alkylaminosulphonyl, phenyl, benzyloxy, 5-or 6-membered heterocyclyl, 5- or 6-membered heterocyclylcarbonyl, 5-or 6-membered heterocyclylmethyl and 5- or 6-membered heteroaryl,
• in which phenyl, benzyloxy, heterocyclyl, heterocyclylcarbonyl, heterocyclylmethyl and heteroaryl may be substituted by 1 to 3 substituents, where the substituents are selected independently of one another from the group consisting of halogen, cyano, trifluoromethyl, trifluoromethoxy, aminocarbonyl, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl and C1-C4-alkylcarbonylamino,
• or
• two of the substituents on the aryl form together with the carbon atoms to which they are bonded a 1,3-dioxolane or 1,4-dioxane,
• R4 is hydrogen, halogen, cyano, trifluoromethyl, C1-C3-alkyl, methylthio or cyclopropyl,
• R16 is a group of the formula
• where
• * is the point of attachment to the heterocycle,
• n is the number 0 or 1,
• X is NR11, S or O,
• where
• R11 is hydrogen, C1-C3-alkyl or cyclopropyl,
• Y is NR12, S or O,
• where
• R12 is hydrogen, C1-C3-alkyl or cyclopropyl,
• R3 is 2-pyridyl, pyrimid-2-yl, 2-aminopyrimid-4-yl, 2-cyclopropylaminopyrimid-4-yl, 2-methylaminopyrimid-4-yl, 2-ethylaminopyrimid-4-yl, 1,3-thiazol-2-yl, 1,3-thiazol-4-yl or 1,3-thiazol-5-yl,
• where 2-pyridyl, pyrimid-2-yl, 2-aminopyrimid-4-yl, 1,3-thiazol-2-yl, 1,3-thiazol-4-yl and 1,3-thiazol-5-yl are substituted by 1 to 3 substituents, where the substituents are selected independently of one another from the group consisting of halogen, cyano, nitro, amino, trifluoromethyl, trifluoromethoxy, aminocarbonyl, trifluoromethylcarbonyl, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl and C3-C6-cycloalkylcarbonyl,
• in which alkyl, alkoxy, alkylamino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl and cycloalkylcarbonyl may be substituted by a substituent, where the substituent is selected from the group consisting of halogen, cyano, hydroxy, amino, trifluoromethyl and C3-C6-cycloalkyl,
• or
• R3 is a group of the formula
• where # is the point of attachment to Y,
• R5 is hydrogen, C1-C3-alkyl or cyclopropyl,
• R6 is hydrogen or C1-C3-alkyl,
• R7 is hydrogen, C1-C3-alkyl or cyclopropyl,
• R8 is hydrogen or C1-C3-alkyl,
• R9 is hydrogen, C1-C3-alkyl or cyclopropyl,
• R10 is hydrogen or C1-C3-alkyl,
• or a salt thereof.