Substituted 2-anilinopyrimidines useful as protein kinase inhibitors

A compound of formula (1)

• wherein:
• R1 is a hydrogen or halogen atom, an optionally substituted straight or branched chain C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl group, hydroxyl (—OH), thiol (—SH), —SR8, amino (—NH2), —NHR9 or —NR9R10;
• R2 and R3, which may be the same or different, is each an optionally substituted straight or branched chain C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl group;
• R4 is a hydrogen atom or a straight or branched chain C1-6 alkyl group;
• R5 is a hydrogen atom or an optionally substituted straight or branched chain C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl group;
• R6 is a hydrogen or halogen atom, amino (—NH2), —NHR9, —NR9R10, nitro, carboxyl (—CO2H), esterified carboxyl or —X1R6a;
• X and X1, which may be the same or different, is each a direct bond or a linker atom or group selected from —O—, —S—, —C(O)—, —C(S)—, —S(O)—, —S(O)2—, —N(R11)—, —CON(R11)—, —OC(O)N(R11)—, —CSN(R11)—, —N(R11)CO—, —N(R11)C(O)O—, —N(R11)CS—, —SON(R11)—, —SO2N(R11)—, —N(R11)SO2—, —N(R11)CON(R11)—, —N(R11)CSN(R11)—, —N(R11)SON(R11)— and —N(R11)SO2N(R11)—;
• R7 is an optionally substituted C1-10 aliphatic group optionally containing one to four X2 heteroatoms or heteroatom containing groups, an optionally substituted C3-10 cycloaliphatic group optionally containing one to four X2 heteroatoms or heteroatom containing groups, an optionally substituted monocyclic or bicyclic C6-12 aryl group or an optionally substituted monocyclic or bicyclic C5-13 heteroaryl group containing one to four heteroatoms selected from oxygen, sulfur or nitrogen atoms, wherein said optional substituents on R7 are from one to about three R12 groups;
• X2 is —O—, —S—, —C(O)—, —C(S)—, S(O)—, —S(O)2—, —N(R11)—, —CON(R11)—, —OC(O)N(R11)—, —CSN(R11)—, —N(R11)CO—, —N(R11)C(O)O—, —N(R11)CS—, —SON(R11)—, —SO2(R11)—, —N(R11)SO2—, —N(R11)CON(R11)—, —N(R11)CSN(R11)—, —N(R11)SON(R11)— or —N(R11)SO2N(R11)—;
• R6a and R8, which may be the same or different, is each an optionally substituted straight or branched chain C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl group;
• R9 and R10, which may be the same or different, is each R8 or —COR8;
• R11 is a hydrogen atom or a C1-6alkyl group;
• R12 is R13, —Alk(R13)m, optionally substituted heteroC3-6cycloalkyl or optionally substituted —Alk-heteroC3-6cycloalkyl, wherein said optional substituents on R12 are one or two groups selected from C1-6alkyl, hydroxyl (—OH), hydroxyC1-6alkyl and C1-6alkyoxy groups;
• R13 is a halogen atom, amino (—NH2), —NHR14, —N(R14)2, nitro, cyano, hydroxyl (—OH), —OR14, formyl, carboxyl (—CO2H), —CO2Alk1, thiol (—SH), SR14, —COR14, —CSR14, —SO3H, —SO2R14, —SO2NH2, —SO2NHR14, —SO2N(R14)2, —CONH2, —CSNH2, —CONHR14, —CSNHR14, —CON(R14)2, —CSN(R14)2, —NHSO2H, —NHSO2R14, —N(SO2R14)2, —NHSO2NH2, —NHSO2NHR14, —NHSO2N(R14)2, —NHCOR14, —NHCONH2, —NHCONHR14, —NHCON(R14)2, —NHCSR14, —NHCSNH2, —NHCSNHR14, —NHCSN(R14)2, —NHC(O)OR14, optionally substituted C5-7cycloalkyl, optionally substituted monocyclic or bicvclic C6-12aryl or optionally substituted monocyclic or bicyclic C5-13heteroaryl, wherein said cycloalkyl, aryl and heteroaryl substituents are one or two groups selected from C1-6alkyl, hydroxyl (—OH), hydroxyC1-6alkyl and C1-6alkyoxy groups;
• R14 is —Alk(R13)m, optionally substituted heteroC3-6cycloalkyl, optionally substituted —Alk-heteroC3-6cycloalkyl, optionally substituted monocyclic or bicyclic C6-12aryl or optionally substituted monocyclic or bicyclic C5-13heteroaryl;
• Alk is a straight or branched chain C1-6alkylene, C2-6alkenylene or C2-6alkynylene group optionally interrupted by one, two or three —O— or —S— atoms or —SO—, —S(O)2— or —N(R11)— groups;
• m is zero or an integer 1, 2 or 3;
• wherein said optional substituents on R1, R2, R3, R5 and R6a are one to three groups selected from halogen, hydroxyl, C1-6alkoxy, thiol, C1-6alkylthio, amino, C1-6alkylamino and C1-6dialkylamino, and said optional substituents on R8 are a phenyl group or one to three groups selected from halogen, hydroxyl, C1-6 alkoxy, thiol, C1-6 alkylthio, amino, C1-6 alkylamino and C1-6 dialkylamino;
• and the salts, solvates, hydrates and N-oxides thereof;
• with the proviso that when R1 is hydrogen, R2 and R3 are methyl, R4, R5 and R6 are hydrogen and R7 is 4-pyridyl, then X is other than a direct bond.