Sulfoximine-substituted pyrimidines, processes for production thereof and use thereof as drugs

1. A compound of formula I,

wherein

R 1 means an optionally partly or fully saturated, optionally substituted mono- or bicyclic heteroaryl group or an optionally substituted aryl group,

R 2 a hydrogen atom,

a C 1 -C 10 alkyl group, a C 2 -C 10 alkenyl group, a C 2 -C 10 alkynyl group, a C 3 -C 8 cycloalkyl group, a C 3 -C 8 heterocyclyl group, an aryl or heteroaryl group, which is optionally substituted one or more times, identically or differently with a group selected from halogen, hydroxy, cyano, SO 2 NR 8 R 9 , SO 2 R 10 , S(O)(NR 8 )R 9 , C 1 -C 6 alkyl, perfluoro(C 1 -C 6 )alkyl,

C 1 -C 6 hydroxyalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 alkoxy, C 1 -C 6 alkoxy-(C 1 -C 6 ) alkyl, C 1 -C 6 alkoxy-(C 1 -C 6 ) alkoxy-(C 1 -C 6 ) alkyl, —COR 6 , —C 1 -C 6 alkylO(CO)C 1 -C 6 alkyl, —COO—(C 1 -C 6 )alkyl-O—(C 1 -C 6 )alkyl, C 1 -C 6 alkyl(CO)O—, C 3 -C 10 cycloalkyl, ═N—OH, —NR 8 R 9 , —NH(C 1 -C 6 ) alkyl, —N(C 1 -C 6 alkyl) 2 , —NH(CO)C 1 -C 6 alkyl, —N[(CO)(C 1 -C 6 alkyl)] 2 , —NH(CO)C 1 -C 6 alkylene-NH—(CO)aryl, —NH(CO)((C 1 -C 6 )alkylene)aryl, —NH—(CH 2 ) n —C 3 -C 10 cycloalkyl, —(CH 2 ) n aryl, —(CH 2 ) n —O-aryl, —(CH 2 ) n heteroaryl, —(CH 2 ) n —(C 3 -C 8 ) heterocyclyl,

—CF 3 , —OCF 3 , —NR 7 —C(O)—OC 1 -C 3 alkyl, —NR 7 —C(O)—NR 8 R 9 or —NR 7 —SO 2 —R 10 ,

wherein,

if the C 3 -C 10 cycloalkyl group, the (CH 2 ) n —(C 3 -C 8 ) heterocyclyl group, the (CH 2 ) n aryl- or the (CH 2 ) n -heteroaryl group are substituents of R 2 ,

these themselves optionally can be substituted one or more times, identically or differently with halogen, hydroxy, C 1 -C 6 alkyl, halogen-(C 1 -C 4 ) alkyl, C 1 -C 6 alkoxy, —O—(CH 2 ) o —O—, halogen(C 1 -C 4 ) alkoxy, —(CH 2 ) n aryl, NR 8 R 9 , COOR 7 or SO 2 NR 8 R 9 ,

and/or the ring of any C 3 -C 10 cycloalkyl group, C 3 -C 8 heterocyclyl group and the C 1 -C 10 alkyl group can optionally contain one or several —NR 8 , oxygen and/or sulphur atoms and/or can optionally contain one or several —C(O)— groups in the ring and/or optionally one or several possible double bonds can be contained in the ring,

n means 0-6,

o means 1-4,

R 3 hydroxy, halogen, nitro, cyano, —(CO)NR 8 R 9 , —(CS)NR 8 R 9 , CF 3 , OCF 3 , —R 9 N(CO)NR 8 R 9 , —R 7 N(CO)R 8 , —R 7 NS(O) 2 R 8 , the group —NR 8 R 9 or

a C 1 -C 6 alkyl group, a C 3 -C 7 cycloalkyl group or a C 1 -C 6 alkoxy group, which is optionally substituted one or more times, identically or differently with halogen, hydroxy, C 1 -C 6 alkoxy or the group —NR 8 R 9 ,

R 4 a hydrogen atom, a —C(O)O—R 10 , —C(O)—R 10 , —C(O)—NR 8 R 9 , —C(S)—NR 8 R 9 , NO 2 , —Si(R 15 R 16 R 17 ), —R 18 —Si(R 15 R 16 R 17 ), —SO 2 —R 18 —Si(R 15 R 16 R 17 ) group or an —SO 2 R 10 group or

a C 1 -C 10 alkyl, C 3 -C 10 cycloalkyl, C 2 -C 10 alkenyl, or a C 2 -C 10 alkynyl group, which is optionally substituted one or more times, identically or differently with hydroxy, halogen, C 1 -C 6 alkoxy, C 1 -C 6 alkylthio, cyano, C 3 -C 10 cycloalkyl, C 1 -C 6 hydroxyalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 alkoxy-C 1 -C 6 alkyl, C 1 -C 6 alkoxy-C 1 -C 6 alkoxy-C 1 -C 6 alkyl, —COR 6 , —CSR 6 , —CF 3 , —OCF 3 or —NR 8 R 9

or

an optionally substituted —(CH 2 ) n -aryl or —(CH 2 ) n -heteroaryl group or

R 3 and R 5 together form a 5 to 7-membered ring,

where the ring optionally can be substituted one or more times, identically or differently with hydroxy, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, halogen or the group —NR 8 R 9 and contain 1-2 double bonds and R 3 and the sulfoximine residue must be bound at neighbouring positions of Q,

R 4 and R 5 together form a 5 to 8-membered ring of the formula

where

V, W and Y

each independently of one another stands for a —CH 2 group which is optionally substituted one or more times, identically or differently with hydroxy, C 1 -C 10 alkyl, C 1 -C 10 alkoxy or —NR 8 R 9 ,

where

the C 1 -C 10 alkyl- or C 1 -C 10 alkoxy group likewise can be substituted one or more times, identically or differently with hydroxy, C 1 -C 6 alkoxy or NR 8 R 9

and/or the ring

can be interrupted by one or several —C(O)— groups

and/or

optionally can contain one or several double bonds, and

R 5 a C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl or C 3 -C 7 cycloalkyl group which is optionally substituted one or more times, identically or differently with

hydroxy, C 1 -C 6 alkoxy, C 3 -C 10 cycloalkyl, halogen, cyano, —CF 3 , —OCF 3 or the group —NR 8 R 9 ,

an aryl group or heteroaryl group which is optionally substituted one or more times,

identically or differently with halogen, hydroxy, C 1 -C 6 alkyl, halogen-(C 1 -C 4 ) alkyl, C 1 -C 6 alkoxy, halogen(C 1 -C 4 ) alkoxy, —COR 6 , COOR 7 , —NR 8 R 9 , CN, NO 2 , or SO 2 NR 8 R 9

X an oxygen atom, a sulphur atom or a —NR 8 — group

or

X and R 2 together form a 3 to 8-membered ring, which contains one or several hetero atoms, and which is optionally substituted one or more times, identically or differently with hydroxy, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, halogen or the group —NR 8 R 9 , if X means a —NR 8 — group,

Q C 6 -C 10 arylene, heteroarylene with 5-10 ring atoms

m 0-4

R 6 a hydrogen atom or a hydroxy, benzyloxy or NR 8 R 9 group

or

a C 1 -C 6 alkyl group, C 2 -C 6 alkenyl group, C 2 -C 6 alkynyl group, C 1 -C 6 alkoxy group, C 1 -C 6 alkylthio group, C 3 -C 7 cycloalkyl group, C 6 -C 10 -aryl group or heteroaryl group with 5 or 6 ring atoms, which is optionally substituted one or more times, identically or differently with hydroxy,

—NR 8 R 9 , cyano, halogen, —CF 3 , C 1 -C 6 alkyl, C 1 -C 6 alkoxy or —OCF 3

R 7 a hydrogen atom or a C 1 -C 6 alkyl group,

R 8 , R 9 independently of one another mean a hydrogen atom, (C 1 -C 6 )alkoxy group, a (C 1 -C 6 )alkyl group, hydroxy(C 1 -C 6 )alkyl group, dihydroxy(C 1 -C 6 )alkyl group, (C 3 -C 7 )cycloalkyl, (CH 2 ) n —NR 11 R 12 , NR 11 R 12 , —(CO)—(C 1 -C 6 )alkyl, —(CO)-phenyl, —(CO)—(C 1 -C 6 )alkyl-NH—(CO)aryl, —(CO)benzyl, —(CO)O(C 1 -C 6 )alkyl,

a —(CH 2 ) n —(C 6 -C 10 )aryl group or a heteroaryl group with 5 or 6 ring atoms, which is optionally substituted one or more times, identically or differently with hydroxy, —NR 11 R 12 , cyano, halogen, —CF 3 , C 1 -C 6 alkyl, C 1 -C 6 alkoxy, or —OCF 3 ,

or R 8 and R 9 together form a saturated or unsaturated 5 to 7-membered ring, which optionally can contain 1-3 further hetero atoms selected from the group oxygen, sulphur, ═N— or —NR 11 — and which is optionally substituted one or more times, identically or differently with hydroxy,

—NR 11 R 12 , cyano, halogen, —CF 3 , C 1 -C 6 alkoxy and/or —OCF 3 ,

R 10 a C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 7 cycloalkyl, C 3 -C 10 heterocyclyl, heteroaryl group with 5 or 6 ring atoms or an aryl group, which is optionally substituted one or more times, identically or differently with halogen, hydroxy, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, cyano, —CF 3 , —OCF 3 , —NR 8 R 9 or with the group —SiR 15 R 16 R 17 ,

R 11 , R 12 independently of one another mean a hydrogen atom, a C 1 -C 6 alkyl, C 1 -C 6 alkoxy-, hydroxy(C 1 -C 6 ) alkyl, dihydroxy(C 1 -C 6 ) alkyl, (CO)—(C 1 -C 6 ) alkyl, (CO)-phenyl, or a benzyl group, which is optionally substituted one or more times, identically or differently with hydroxy, cyano, halogen, —CF 3 , C 1 -C 6 alkoxy and/or —OCF 3 ,

or NR 11 R 12 forms a saturated or unsaturated 5-7-membered ring, in which up to two methylene groups can be replaced by —O—, —NR 7 —, or —C(═O)—,

R 15 , R 16 and R 17 independently of one another can be a C 1 -C 6 alkyl group, and/or a phenyl group

and

R 18 stands for a C 1 -C 3 alkylene group.

2. A compound of formula I according to claim 1 , wherein

R 1 means an optionally partly or fully saturated mono- or bicyclic heteroaryl group, which is optionally substituted one or more times, identically or differently with

halogen, hydroxy, NO 2 , NR 8 R 9 , OCF 3 , CF 3 , cyano, —COR 6 , (C 1 -C 6 )alkyl, halogen(C 1 -C 6 )alkyl, hydroxy(C 1 -C 6 )alkyl, cyano(C 1 -C 6 )alkyl-,

(NR 8 R 9 )(C 1 -C 4 )alkyl, —NH(CO)(C 1 -C 6 )alkylene-NH—(CO)aryl,

—NH(CO)(C 1 -C 6 )alkylene-aryl, (R 6 OC)(C 1 -C 6 )alkyl-, [(HR 8 N(OC)]—(C 1 -C 6 )alkyl-, (C 1 -C 6 )-alkoxy, halogen(C 1 -C 6 )alkoxy, SO 2 NR 8 R 9

or an aryl group

which is optionally substituted one or more times, identically or differently with a group selected from halogen, hydroxy, C 1 -C 5 alkyl, hydroxy(C 1 -C 5 )alkyl, (C 1 -C 5 )alkoxy, —O-perfluoro(C 1 -C 5 )alkyl, —(C 1 -C 5 )-alkyl-O—(C 1 -C 5 )-alkyl, —(C 1 -C 5 )-alkyl-COOR 7 , —O—(CH 2 ) o O—, cyano, CF 3 , nitro, (CO)R 6 , NR 8 R 9 , —NR 8 —(CO)—(C 1 -C 4 )alkyl, —NR 8 —SO 2 —(C 1 -C 4 )-alkyl, —(C 1 -C 4 )alkyl-NR 8 —(CO)—(C 1 -C 4 )-alkyl, —(CO)NR 8 —(C 1 -C 5 )alkyl, —NH(CO)NH—(C 1 -C 5 )-alkyl, —(CO)(4-oxo-piperidinyl), phenyl, —(CO)-morpholino,

R 2 a hydrogen atom,

a C 1 -C 10 alkyl group, a C 2 -C 10 alkenyl group, a C 2 -C 10 alkynyl group, a C 3 -C 8 cycloalkyl group, a C 3 -C 8 heterocyclyl group, an aryl or heteroaryl group, which is optionally substituted one or more times, identically or differently with a group selected from halogen, hydroxy, cyano, SO 2 NR 8 R 9 , SO 2 R 10 , S(O)(NR 8 )R 9 , C 1 -C 6 alkyl, perfluoro(C 1 -C 6 )alkyl,

C 1 -C 6 hydroxyalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 alkoxy, C 1 -C 6 alkoxy-(C 1 -C 6 ) alkyl, C 1 -C 6 alkoxy-(C 1 -C 6 ) alkoxy-(C 1 -C 6 ) alkyl, —COR 6 , —C 1 -C 6 alkylO(CO)C 1 -C 6 alkyl, C 1 -C 6 alkyl(CO)O—, C 3 -C 10 cycloalkyl,

═N—OH, —NR 8 R 9 , —NH(C 1 -C 6 ) alkyl, —N(C 1 -C 6 alkyl) 2 , —NH(CO)C 1 -C 6 alkyl, —N[(CO)(C 1 -C 6 alkyl)] 2 , —NH(CO)C 1 -C 6 alkylene-NH—(CO)aryl, —NH(CO)((C 1 -C 6 )alkylene)aryl, —NH—(CH 2 ) n —C 3 -C 10 cycloalkyl, —(CH 2 ) n aryl, —(CH 2 ) n —O-aryl, —(CH 2 ) n heteroaryl, —(CH 2 ) n —(C 3 -C 8 ) heterocyclyl,

—CF 3 , —OCF 3 , —NR 7 —C(O)—OC 1 -C 3 alkyl, —NR 7 —C(O)—NR 8 R 9 or —NR 7 —SO 2 —R 10 ,

wherein,

if the C 3 -C 10 cycloalkyl group, the (CH 2 ) n —(C 3 -C 8 ) heterocyclyl group, the (CH 2 ) n aryl- or the (CH 2 ) n -heteroaryl group are substituents of R 2 ,

these themselves optionally can be substituted one or more times, identically or differently with halogen, hydroxy, C 1 -C 6 alkyl, halogen-(C 1 -C 4 ) alkyl, C 1 -C 6 alkoxy, —O—(CH 2 ) o —O—, halogen(C 1 -C 4 ) alkoxy,

—(CH 2 ) n aryl, NR 8 R 9 , COOR 7 or SO 2 NR 8 R 9 ,

and/or the ring of any C 3 -C 10 cycloalkyl group, C 3 -C 8 heterocyclyl group and the C 1 -C 10 alkyl group can optionally contain one or several —NR 8 , oxygen and/or sulphur atoms and/or can optionally contain one or several —C(O)— groups in the ring and/or optionally one or several possible double bonds can be contained in the ring,

means 0-6,

o means 1-4,

R 3 hydroxy, halogen, nitro, cyano, —(CO)NR 8 R 9 , —(CS)NR 8 R 9 , CF 3 , OCF 3 , —R 9 N(CO)NR 8 R 9 , —R 7 N(CO)R 8 , —R 7 NS(O) 2 R 8 , the group —NR 8 R 9 or

a C 1 -C 6 alkyl group, a C 3 -C 7 cycloalkyl group or a C 1 -C 6 alkoxy group, which is optionally substituted one or more times, identically or differently with halogen, hydroxy, C 1 -C 6 alkoxy or the group —NR 8 R 9 ,

R 4 a hydrogen atom, a —C(O)O—R 10 , —C(O)—R 10 , —C(O)—NR 8 R 9 , —C(S)—NR 8 R 9 , NO 2 , —Si(R 15 R 16 R 17 ), —R 18 —Si(R 15 R 16 R 17 ), —SO 2 —R 18 —Si(R 15 R 16 R 17 ) group or an —SO 2 R 10 group

or

a C 1 -C 10 alkyl, C 3 -C 10 cycloalkyl, C 2 -C 10 alkenyl, or a C 2 -C 10 alkynyl group, which is optionally substituted one or more times, identically or differently with hydroxy, halogen, C 1 -C 6 alkoxy, C 1 -C 6 alkylthio, cyano, C 3 -C 10 cycloalkyl, C 1 -C 6 hydroxyalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 alkoxy-C 1 -C 6 alkyl, C 1 -C 6 alkoxy-C 1 -C 6 alkoxy-C 1 -C 6 alkyl, —COR 6 , —CSR 6 , —CF 3 , —OCF 3 or —NR 8 R 9

or

an optionally substituted —(CH 2 ) n -aryl or —(CH 2 ) n -heteroaryl group or

R 3 and R 5 together form a 5 to 7-membered ring,

where the ring optionally can be substituted one or more times, identically or differently with hydroxy, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, halogen or the group —NR 8 R 9 and contain 1-2 double bonds and R 3 and the sulfoximine residue must be bound at neighbouring positions of Q,

R 4 and R 5 together form a 5 to 8-membered ring of the formula

where

V, W and Y

each independently of one another stands for a —CH 2 group which is optionally substituted one or more times, identically or differently with hydroxy, C 1 -C 10 alkyl, C 1 -C 10 alkoxy or —NR 8 R 9 ,

where

the C 1 -C 10 alkyl- or C 1 -C 10 alkoxy group likewise can be substituted one or more times, identically or differently with hydroxy, C 1 -C 6 alkoxy or NR 8 R 9

and the ring can be interrupted

by one or several —C(O)— groups

and/or

optionally can contain one or several double bonds, and

R 5 a C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl or C 3 -C 7 cycloalkyl group which is optionally substituted one or more times, identically or differently with

hydroxy, C 1 -C 6 alkoxy, C 3 -C 10 cycloalkyl, halogen, cyano, —CF 3 , —OCF 3 or the group —NR 8 R 9 ,

an aryl group or heteroaryl group which is optionally substituted one or more times, identically or differently with halogen, hydroxy, C 1 -C 6 alkyl, halogen-(C 1 -C 4 ) alkyl, C 1 -C 6 alkoxy, halogen(C 1 -C 4 ) alkoxy, —COR 6 , COOR 7 , —NR 8 R 9 , CN, NO 2 , or SO 2 NR 8 R 9

X an oxygen atom, a sulphur atom or a —NR 8 — group

or

X and R 2 together form a 3 to 8-membered ring, which contains one or several hetero atoms, and which is optionally substituted one or more times, identically or differently with hydroxy, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, halogen or the group —NR 8 R 9 , if X means a —NR 8 — group

Q C 6 -C 10 arylene, heteroarylene with 5-10 ring atoms

m 0-4

R 6 a hydrogen atom or a, hydroxy, benzyloxy, NR 8 R 9

or

a C 1 -C 6 alkyl group, C 2 -C 6 alkenyl group, C 2 -C 6 alkynyl group, C 1 -C 6 alkoxy group, C 1 -C 6 alkylthio group, C 3 -C 7 cycloalkyl group, C 6 -C 10 -aryl group or heteroaryl group with 5 or 6 ring atoms, which is optionally substituted one or more times, identically or differently with hydroxy,

—NR 8 R 9 , cyano, halogen, —CF 3 , C 1 -C 6 alkyl, C 1 -C 6 alkoxy or —OCF 3

R 7 a hydrogen atom or a C 1 -C 6 alkyl group,

R 8 , R 9 independently of one another mean a hydrogen atom, (C 1 -C 6 )alkoxy group, a (C 1 -C 6 )alkyl group, hydroxy(C 1 -C 6 )alkyl group, dihydroxy(C 1 -C 6 )alkyl group, (C 3 -C 7 )cycloalkyl, (CH 2 ) n —NR 11 R 12 , NR 11 R 12 , —(CO)—(C 1 -C 6 )alkyl, —(CO)-phenyl, —(CO)—(C 1 -C 6 )alkyl-NH—(CO)aryl, —(CO)benzyl, —(CO)O(C 1 -C 6 )alkyl,

a —(CH 2 ) n —(C 6 -C 10 )aryl group or a heteroaryl group with 5 or 6 ring atoms, which is optionally substituted one or more times, identically or differently with hydroxy, —NR 11 R 12 , cyano, halogen, —CF 3 , C 1 -C 6 alkyl, C 1 -C 6 alkoxy, or —OCF 3 ,

or R 8 and R 9 together form a saturated or unsaturated 5 to 7-membered ring, which optionally can contain 1-3 further hetero atoms selected from the group oxygen, sulphur, ═N— or —NR 11 — and which is optionally substituted one or more times, identically or differently with hydroxy,

—NR 11 R 12 , cyano, halogen, —CF 3 , C 1 -C 6 alkoxy and/or —OCF 3 ,

R 10 a C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 7 cycloalkyl, C 3 -C 10 heterocyclyl, heteroaryl group with 5 or 6 ring atoms or aryl group, which is optionally substituted one or more times, identically or differently with halogen, hydroxy, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, cyano, —CF 3 , —OCF 3 ,

—NR 8 R 9 or with the group SiR 15 R 16 R 17 ,

R 11 , R 12 independently of one another mean a hydrogen atom, a C 1 -C 6 alkyl group, C 1 -C 6 alkoxy group, hydroxy(C 1 -C 6 ) alkyl, dihydroxy(C 1 -C 6 ) alkyl, (CO)—(C 1 -C 6 ) alkyl, (CO)-phenyl, benzyl, which is optionally substituted one or more times, identically or differently with hydroxy, cyano, halogen, —CF 3 , C 1 -C 6 alkoxy and/or —OCF 3 ,

or NR 11 R 12 forms a saturated or unsaturated 5-7-membered ring, in which up to two methylene groups can be replaced by —O—, —NR 7 —, or —C(═O)—,

R 15 , R 16 and R 17 independently of one another can be a C 1 -C 6 alkyl group and/or a phenyl group

and

R 18 stands for a C 1 -C 3 alkylene group.

3. A compound of formula I according to claim 1 ,

wherein R 1 means an optionally substituted mono- or bicyclic heteroaryl group or an optionally substituted aryl group.

4. A compound of formula I according to claim 1 ,

wherein Q means phenylene.

5. A compound of formula I according to claim 1 ,

wherein

R 1 means an mono- or bicyclic heteroaryl group, which is optionally substituted one or more times, identically or differently with

halogen, hydroxy, NO 2 , NR 8 R 9 , OCF 3 , CF 3 , cyano, —COR 6 , (C 1 -C 6 )alkyl, halogen(C 1 -C 6 )alkyl, hydroxy(C 1 -C 6 )alkyl, cyano(C 1 -C 6 )alkyl-,

(NR 8 R 9 )(C 1 -C 4 )alkyl, —NH(CO)(C 1 -C 6 )alkylene-NH—(CO)phenyl,

—NH(CO)(C 1 -C 6 )alkylene-phenyl, (R 6 OC)(C 1 -C 6 )alkyl-, [(HR 8 N(OC)]—(C 1 -C 6 )alkyl (C 1 -C 6 )-alkoxy, (CH 2 ) n phenyl, halogen(C 1 -C 6 )alkoxy, SO 2 NR 8 R 9

or a phenyl group

which is optionally substituted one or more times, identically or differently with a group selected from halogen, hydroxy, C 1 -C 5 alkyl, hydroxy(C 1 -C 5 )alkyl, C 1 -C 5 alkoxy, —O-perfluoro(C 1 -C 5 )alkyl, —(C 1 -C 5 )-alkyl-O—(C 1 -C 5 )-alkyl, —(C 1 -C 5 )-alkyl-COOR 7 , —O—(CH 2 ) o O—, cyano, CF 3 , nitro, (CO)R 6 , NR 8 R 9 , —NR 8 —(CO)—(C 1 -C 4 )alkyl, —NR 8 —SO 2 —C 1 -C 4 -alkyl,

—(C 1 -C 4 )alkyl-NR 8 (CO)—(C 1 -C 4 )-alkyl, —(CO)NR 8 —(C 1 -C 5 )alkyl, —NH(CO)NH—(C 1 -C 5 )-alkyl, —(CO)(4-oxo-piperidinyl), phenyl, —(CO)-morpholino,

R 2 a hydrogen atom,

a C 1 -C 10 alkyl group, a C 2 -C 10 alkenyl group, a C 2 -C 10 alkynyl group, a C 3 -C 8 cycloalkyl group, a C 3 -C 3 heterocyclyl group, an phenyl or heteroaryl group, which is optionally substituted one or more times, identically or differently with a group selected from halogen, hydroxy, cyano, SO 2 NR 8 R 9 , SO 2 R 10 , S(O)(NR 8 )R 9 , C 1 -C 6 alkyl, perfluoro(C 1 -C 6 )alkyl,

C 1 -C 6 hydroxyalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 alkoxy, C 1 -C 6 alkoxy-(C 1 -C 6 ) alkyl, C 1 -C 6 alkoxy-(C 1 -C 6 ) alkoxy-(C 1 -C 6 ) alkyl, —COR 6 , —C 1 -C 6 alkylO(CO)C 1 -C 6 alkyl, C 1 -C 6 alkyl(CO)O—, C 3 -C 10 cycloalkyl,

═N—OH, —NR 8 R 9 , —NH(C 1 -C 6 ) alkyl, —N(C 1 -C 6 alkyl) 2 , —NH(CO)C 1 -C 6 alkyl, —N[(CO)(C 1 -C 6 alkyl)] 2 , —NH(CO)C 1 -C 6 alkylene-NH—(CO)phenyl, —NH(CO)((C 1 -C 6 )alkylene)phenyl, —NH—(CH 2 ) n —C 3 -C 10 cycloalkyl, —(CH 2 ) n aryl, —(CH 2 ) n —O-phenyl, —(CH 2 ) n heteroaryl, —(CH 2 ) n —(C 3 -C 8 ) heterocyclyl,

—CF 3 , —OCF 3 , —NR 7 —C(O)—OC 1 -C 3 alkyl, —NR 7 —C(O)—NR 8 R 9 or —NR 7 —SO 2 —R 10 , wherein, if the C 3 -C 10 cycloalkyl group, the (CH 2 ) n —(C 3 -C 8 ) heterocyclyl group, the (CH 2 ) n -phenyl- or the (CH 2 ) n -heteroaryl group are substituents of R 2 ,

these themselves optionally can be substituted one or more times, identically or differently with halogen, hydroxy, C 1 -C 6 alkyl, halogen-(C 1 -C 4 ) alkyl, C 1 -C 6 alkoxy, —O—(CH 2 ) o —O—, halogen(C 1 -C 4 ) alkoxy, —(CH 2 ) n phenyl, NR 8 R 9 , COOR 7 or SO 2 NR 8 R 9 ,

and/or the ring of any C 3 -C 10 cycloalkyl group, C 3 -C 8 heterocyclyl group and the C 1 -C 10 alkyl group can optionally contain one or several —NR 8 , oxygen and/or sulphur atoms

and/or can optionally contain one or several —C(O)— groups in the ring and/or optionally one or several possible double bonds can be contained in the ring,

n means 0-3,

o means 1-2,

R 3 halogen

R 4 a hydrogen atom, a —C(O)O—R 10 , —C(O)—R 10 , —C(O)—NR 8 R 9 , —C(S)—NR 8 R 9 , or

a C 1 -C 10 alkyl, C 3 -C 10 cycloalkyl, group, which is optionally substituted one or more times, identically or differently with

hydroxy, halogen, C 1 -C 6 alkoxy, C 1 -C 6 alkylthio, cyano, C 3 -C 10 cycloalkyl, C 1 -C 6 hydroxyalkyl, or —NR 8 R 9

or

R 5 a C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl group,

a phenyl group

X an oxygen atom, a sulphur atom or a —NR 8 — group

Q phenylene,

m 0-1

R 6 a hydrogen atom or a, hydroxy, benzyloxy, NR 8 R 9

or

a C 1 -C 6 alkyl group, C 1 -C 6 alkoxy group, C 1 -C 6 alkylthio group, C 6 -C 10 -phenyl group,

R 7 a hydrogen atom or a C 1 -C 6 alkyl group,

R 8 , R 9 independently of one another mean a hydrogen atom, (C 1 -C 6 )alkoxy group, a (C 1 -C 6 )alkyl group, hydroxy(C 1 -C 6 )alkyl group, dihydroxy(C 1 -C 6 )alkyl group, (C 3 -C 7 )cycloalkyl, (CH 2 ) n —NR 11 R 12 , NR 11 R 12 , —(CO)—(C 1 -C 6 )alkyl, —(CO)-phenyl, —(CO)—(C 1 -C 6 )alkyl-NH—(CO)phenyl, —(CO)benzyl, —(CO)O(C 1 -C 6 )alkyl,

a —(CH 2 ) n —(C 6 -C 10 )phenyl group

or R 8 and R 9 together form a saturated or unsaturated 5 to 7-membered ring, which optionally can contain 1-3 further hetero atoms selected from the group oxygen, sulphur, ═N— or —NR 11 — and which is optionally substituted one or more times, identically or differently with hydroxy,

—NR 11 R 12 , cyano, halogen, —CF 3 , C 1 -C 6 alkoxy and/or —OCF 3 ,

R 10 a C 1 -C 6 alkyl,

R 11 , R 12 independently of one another mean a hydrogen atom, a C 1 -C 6 alkyl group, C 1 -C 6 alkoxy group, hydroxy(C 1 -C 6 ) alkyl, dihydroxy(C 1 -C 6 ) alkyl, (CO)—(C 1 -C 6 ) alkyl, (CO)-phenyl, benzyl, which is optionally substituted one or more times, identically or differently with hydroxy, cyano, halogen, —CF 3 , C 1 -C 6 alkoxy and/or —OCF 3 ,

or NR 11 R 12 forms a saturated or unsaturated 5-7-membered ring, in which up to two methylene groups can be replaced by —O—, —NR 7 —, or —C(═O)—.

6. A compound according to claim 1 ,

wherein R 1 means

an optionally one or more times substituted phenyl group whereby its substituents are selected from the group halogen, C 1 -C 5 alkyl, (C 1 -C 5 )alkoxy, —(C 1 -C 5 )-alkyl-O—(C 1 -C 5 )-alkyl, —(C 1 -C 5 )-alkyl-COOR 7 , —O—(CH 2 ) o O—, cyano, CF 3 , (CO)R 6 , NR 8 R 9 , —NR 8 —(CO)—(C 1 -C 4 )alkyl, —NR 8 —SO 2 —C 1 -C 4 -alkyl, —(C 1 -C 4 )alkyl-NR 8 (CO)—(C 1 -C 4 )-alkyl, —(CO)NR 8 —(C 1 -C 5 )alkyl,

—NH(CO)NH—(C 1 -C 5 )-alkyl, —(CO)(4-oxo-piperidinyl), —(CO)-morpholino.

7. A compound of formula I according to claim 1 ,

wherein R 1 means an mono- or bicyclic heteroaryl group, which is optionally substituted one or more times, identically or differently with

halogen, hydroxy, NO 2 , NR 8 R 9 , perfluoro(C 1 -C 3 )alkyl, cyano, —COR 6 , COOR 7 , (C 1 -C 4 )alkyl, halogen(C 1 -C 4 )alkyl, hydroxy(C 1 -C 4 )alkyl, cyano(C 1 -C 4 )alkyl, (NR 8 R 9 )(C 1 -C 4 )alkyl, (C 1 -C 6 )alkoxy, (CH 2 ) n aryl, perfluoro(C 1 -C 3 )alkoxy or SO 2 NR 8 R 9 .

8. A compound of formula I according to claim 1 ,

wherein

means a mono- or bicyclic heteroaryl group, which is optionally substituted one or more times, identically or differently with

halogen, cyano, (C 1 -C 3 )alkyl, hydroxy(C 1 -C 3 )alkyl, cyano(C 1 -C 3 )alkyl, (C 1 -C 3 )alkoxy,

(CH 2 ) n aryl,

or an aryl group

which is optionally substituted one or more times, identically or differently with a group selected from halogen, (C 1 -C 3 )alkyl, (C 1 -C 3 )alkoxy, —(C 1 -C 3 )-alkyl-O—(C 1 -C 3 )-alkyl, —(CH 2 ) 3 —COO—(C 1 -C 3 )-alkyl, —O—(CH 2 ) o O—, cyano, CF 3 , —NH—(CO)(C 1 -C 3 )-alkyl, —(CO)(C 1 -C 3 )-alkyl, —NHSO 2 (C 1 -C 3 )-alkyl, —(C 1 -C 3 )-alkylen-NH—(CO)(C 1 -C 3 )-alkyl, —(CO)(4-oxo-N-piperidyl), —(CO)NH—(C 1 -C 3 )-alkyl, —NH(CO)NH—(C 1 -C 5 )-alkyl, —(CO)-morpholine,

R 2 a C 1 -C 5 alkyl group, a (C 3 -C 8 )cycloalkyl group, a (C 3 -C 8 )heterocyclyl group, a phenyl group, which is optionally substituted one or more times, identically or differently with a group selected from halogen, hydroxy, cyano, CF 3 , SO 2 NH 2 , (C 2 -C 4 )alkynyl, (C 1 -C 3 )alkoxy, —COR 6 , —COO—(C 1 -C 4 )alkyl-O—(C 1 -C 3 )alkyl, (C 1 -C 3 )alkyl(CO)O—, ═N—OH, —NR 8 R 9 ,

—NH(CO)(C 1 -C 4 )alkyl, —NH(CO)(C 1 -C 4 )alkylene-NH—(CO)phenyl,

—NH(CO)((C 1 -C 6 )alkylene)aryl, —(CH 2 ) n phenyl, —(CH 2 ) n —O-phenyl, —(CH 2 ) n heteroaryl, —(CH 2 ) n —(C 3 -C 8 )heterocyclyl,

wherein,

if the (C 3 -C 8 )cycloalkyl group, the (CH 2 ) n —(C 3 -C 7 )heterocyclyl group, the (CH 2 ) n aryl- or the (CH 2 ) n -heteroaryl group are substituents of R 2 ,

these themselves optionally can be substituted one or more times, identically or differently with halogen, hydroxy, (C 1 -C 3 )alkyl, (C 1 -C 3 )alkoxy, —O—(CH 2 ) o O—, hydroxy(C 1 -C 5 )alkyl, cyano, —OCF 3 , CF 3 , —N(C 1 -C 3 alkyl) 2 , —SO 2 NH 2 , —SO 2 —(C 1 -C 4 )-alkyl, phenyl

and/or the ring of any (C 3 -C 8 )cycloalkyl group, (C 3 -C 8 )heterocyclyl group and the (C 1 -C 5 )alkyl group can optionally contain one —NR 8 , oxygen and/or sulphur atoms and/or can optionally contain one —C(O)— group can be contained in the ring,

n means 0-3,

o means 1-3,

R 3 halogen

R 4 a hydrogen atom, a —C(O)O—R 10 , —C(O)—NR 8 R 9 , or

a C 1 -C 6 alkyl, which is optionally substituted one or more times, identically or differently

with

hydroxy, (C 1 -C 3 )alkoxy, (C 3 -C 6 )cycloalkyl, or —NR 8 R 9 or

an optionally substituted —(CH 2 ) n -aryl group or

R 5 a (C 1 -C 4 )alkyl or (C 3 -C 6 )cycloalkyl group or an aryl group

X an oxygen atom, a sulphur atom or a —NR 8 — group

Q phenylene

m 0, 1

R 6 a hydrogen atom or a hydroxy, or NR 8 R 9 group

or

a (C 1 -C 6 )alkyl group, (C 1 -C 6 )alkoxy group

R 7 a hydrogen atom

R 8 , R 9 independently of one another mean a hydrogen atom, a (C 1 -C 6 )alkyl group, (C 3 -C 7 )cycloalkyl, —(CO)O(C 1 -C 6 )alkyl,

a —(CH) n —(C 6 -C 10 )aryl group, which is optionally substituted one or more times, identically or differently with hydroxy, —NR 11 R 12 , halogen C 1 -C 6 alkyl, or R 8 and R 9 together form a saturated 5 to 7-membered ring, which optionally can contain 1-3 further hetero atoms selected from the group oxygen, or ═N— or —NR 11 ,

R 10 a C 1 -C 6 alkyl,

R 11 , R 12 independently of one another mean a hydrogen atom, a (C 1 -C 3 )alkyl.

9. A compound of formula I according to claim 1

wherein

R 1 means a heteroaryl or phenyl group, optionally independently of one another substituted with 1 to 2 groups selected from C 1 -C 3 alkyl, benzyl, cyano, CF 3 , C 1 -C 3 alkoxy, halogen, —O—CH 2 —O—, —(CH 2 ) 2 (CO)O(C 1 -C 3 alkyl), —NH(CO)(C 1 -C 3 alkyl), —(CO)(C 1 -C 3 alkyl), —(C 3 -C 3 ) heterocyclyl,

R 2 a C 3 -C 6 cycloalkyl group, an phenyl group or a C 1 -C 8 alkyl group,

which optionally is identically or differently substituted

with a group selected from

hydroxy, (CH 2 ) n -phenyl-SO 2 NH 2 , —(C 3 -C 8 ) heterocyclyl, —(C 5 -C 8 ) heteroaryl, —NH(CO)CH 2 —NH(CO)-phenyl, NR 8 R 9 , —COR 6 , NH(CO)CH 2 -phenyl or SO 2 R 8 R 9 ,

R 3 a hydrogen atom or a halogen atom,

R 4 a hydrogen atom, a C 1 -C 3 alkyl group, a COO(C 1 -C 6 ) alkyl group, an phenyl group,

a —(CH 2 —) n —(C 3 -C 6 ) cycloalkyl group

R 5 a C 1 -C 3 alkyl group, a C 3 -C 6 cycloalkyl group or a phenyl group

X —NH—, —O—

Q phenylene a

m 0 or 1.

10. A compound of formula I according to claim 1

wherein

R 1 means an optionally substituted heteroaryl- or an optionally substituted phenyl group,

R 2 a C 1 -C 6 -hydroxyalkyl group or a group (CH 2 ) 2 —NH(CO)—(C 1 -C 3 )Alkyl, a C 3 -C 10 -cycloalkyl group

R 3 a hydrogen atom or a halogen atom,

R 4 a hydrogen atom, a C 1 -C 10 -alkyl group, a (CO)(C 1 -C 10 )-alkyl group or a COO(C 1 -C 3 )alkyl group,

R 5 a C 1 -C 6 -alkyl group, a C 3 -C 7 -cycloalkyl-group or a phenyl group

X —NH—

Q phenylene and

m means 0 or 1.

11. A compound of formula I, according to claim 1 , in the form of a salt with physiologically compatible anions.

12. A method for the treatment of breast cancer, comprising administering to a host in need thereof an effective amount of a compound according to claim 1 .

13. A method for the treatment of rheumatoid arthritis, comprising administering to a host in need thereof an effective amount of a compound according to claim 1 .

14. A pharmaceutical composition comprising at least one compound according to claim 1 or mixtures thereof and a pharmaceutically acceptable carrier.

15. A process for the preparation of compound of formula I, according to claim 1 , comprising reacting a compound of formula II

under acidic conditions with a compound of formula III

to give the compounds of formula I, wherein the residues R 1 , R 2 , R 3 , R 4 , R 5 , and Q, X and m have the meanings stated in claim 1 .

16. A process for the preparation of a compound of formula I, according to claim 1 , comprising reacting a compound of formula IV

obtainable by reaction of 5-bromo-2,4-dichloropyrimidine or 5-iodo-2,4-dichloropyrimidine with R 2 —X—H under basic conditions, with a compound of formula III under acidic conditions

and reacting a resulting compound of formula XI

optionally with the use of a catalyst, with a compound of formula

M-R 1 ,

wherein M means

B(OH) 2 , B(OR 19 )(OR 20 ), whereby

R 19 and R 20 mean (C 1 -C 6 ) alkyl, or

R 19 and R 20 together can form a ring from C 1 -C 10 alkyl,

Sn(R 21 ) 3 , R 21 MgR 22 /Zn(R 22 ) 2 whereby

R 21 means C 1 -C 6 alkyl, and

R 22 means halogen.

to give a compound of formula I, where the residues R 1 , R 2 , R 3 , R 4 , R 5 , and Q, X and m have the meanings stated in claim 1 .

17. A process for the preparation of a compound of formula I according to claim 1 , comprising, for the case where R 4 means a —C(O)O—R 10 group, cleaving

the —C(O)O—R 10 group under basic conditions from a compound of formula XII

and functionalizing a sulfoximine thus obtained by

a) alkylation

b) acylation

c) arylation

d) reaction with isocyanates or isothiocyanates

e) reaction with sulphonyl chlorides

f) reaction with chloroformates, or

g) silylation.

18. A process for the preparation of a compound of formula I according to claim 1 , comprising reacting a compound of formula XIV

wherein R 1 , R 3 , m, R 4 and R 5 have the meanings as defined in claim 1

under oxidative conditions followed by substitution with

HX—R 2

wherein X and R 2 have the meaning as defined in claim 1 ,

to result in compounds of formula I.