Benzimidazol-2-amines as mIDH1 inhibitors

A compound of formula (I)

• wherein:
• R1 is a halogen atom or a group selected from:
• C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C3-C6-cycloalkyloxy, C1-C6-haloalkyl, C1-C6-haloalkoxy, (C1-C3-alkoxy)-(C1-C6-alkyl)-, cyano, nitro, (C1-C6-alkyl)-S—, (C1-C6-alkyl)-S(═O)—, (C1-C6-alkyl)-S(═O)2—, (C1-C6-haloalkyl)-S—, (C1-C6-haloalkyl)-S(═O)—, (C1-C6-haloalkyl)-S(═O)2—, —C(═O)OR13, —C(═O)N(R14)R15, —N(R14)R15, —N(R14)C(═O)R16, aryl-O—, aryl-(C1-C3-alkyl)-, heteroaryl-O—, and heteroaryl-(C1-C3-alkyl)-,
• wherein said aryl and heteroaryl groups are optionally substituted with one or two substituents, which are independently selected from:
• C1-C3-alkyl, C1-C3-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, C1-C3-haloalkyl, C1-C3-haloalkoxy, halogen, cyano, —C(═O)OR13, and —C(═O)N(R14)R15;
• R2 is a hydrogen atom;
• R3 is a hydrogen atom;
• R4 is a hydrogen atom or a halogen atom;
• R5 is a group selected from:
• R13OC(═O)—(C1-C6-alkyl)-, R13OC(═O)—(C2-C6-alkenyl)-, R13OC(═O)—(C1-C6-alkoxy)-, R14(R15)NC(═O)—(C1-C6-alkyl)-, R14(R15)NC(═O)—(C2-C6-alkenyl)-, and R14(R15)NC(═O)—(C1-C6-alkoxy)-;
• R6 is a hydrogen atom, a halogen atom or a group selected from:
• C1-C6-alkyl, C1-C6-alkoxy, (C1-C3-alkoxy)-(C1-C3-alkyl)-, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, C1-C6-haloalkyl, C1-C6-haloalkoxy, cyano, nitro, (C1-C6-alkyl)-S—, (C1-C6-alkyl)-S(═O)—, (C1-C6-alkyl)-S(═O)2—, (C1-C6-haloalkyl)-S—, —N(R14)R15, and —N(R14)C(═O)R16;
• R7 is a hydrogen atom;
• R8 is a C1-C3-alkyl group;
• R9, R10, and R11
• are independently selected from a hydrogen atom and C1-C3-alkyl;
• R12 is a hydrogen atom;
• R13 is a hydrogen atom or a group selected from:
• C1-C6-alkyl, C3-C6-cycloalkyl, HO—(C2-C6-alkyl)-, and (C1-C3-alkoxy)-(C1-C6-alkyl)-;
• R14 and R15
• are independently selected from:
• a hydrogen atom, C1-C6-alkyl, C3-C6-cycloalkyl, HO—(C2-C6-alkyl)-, (C1-C3-alkoxy)-(C2-C6-alkyl)-, C1-C6-halo alkyl, H2N—(C2-C6-alkyl)-, (C1-C3-alkyl)N(H)(C2-C6-alkyl)-, (C1-C3-alkyl)2N(C2-C6-alkyl)-, R13OC(═O)—(C1-C6-alkyl)-, 4- to 6-membered heterocycloalkyl, aryl, heteroaryl, aryl-(C1-C6-alkyl)-, and heteroaryl-(C1-C6-alkyl)-,
• wherein said aryl and heteroaryl groups are optionally substituted with one or two substituents, which are independently selected from:
• C1-C3-alkyl, C3-C6-cycloalkyl, C1-C3-alkoxy, C3-C6-cycloalkyloxy, C1-C3-haloalkyl, C1-C3-haloalkoxy, halogen, cyano, —C(═O)OR13, and —C(═O)NH2;
• or
• R14 and R15
• are taken together with the nitrogen atom to which they are attached to form a 4-6-membered heterocycloalkyl,
• wherein said 4-6-membered heterocycloalkyl is optionally substituted with one substituent selected from:
• C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, amino, hydroxy, halogen, and cyano;
• or
• wherein said 4-6-membered heterocycloalkyl is optionally substituted with two halogen atoms;
• R16 is a hydrogen atom or a group selected from:
• C1-C6-alkyl, HO—(C1-C6-alkyl)-, C3-C6-cycloalkyl, HO—(C3-C6-cycloalkyl)-, C1-C6-haloalkyl, (C1-C3-alkoxy)-(C1-C6-alkyl)-, aryl, heteroaryl, and 4- to 6-membered heterocycloalkyl,
• wherein said aryl and heteroaryl groups are optionally substituted with one or two substituents, which are independently selected from:
• C1-C3-alkyl, C3-C6-cycloalkyl, C1-C3-alkoxy, C3-C6-cycloalkyloxy, C1-C3-haloalkyl, C1-C3-haloalkoxy, halogen, cyano, —C(═O)OR13, and —C(═O)N(R14)R15,
• or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of any of the foregoing.