Patent ID: 8026375
Filing Date: 2011-09-27
Classification: C07D

Abstract:
1. A process for preparing a compound of formula I and/or all stereoisomeric forms of the compound of formula I, and/or mixtures of these forms in any ratio, and/or a physiologically tolerated salt of the compound of formula I, wherein A1, A2, A3 and A4 are independently from each other selected from a carbon or a nitrogen atom to form together with the two carbon atoms in formula I a stable aromatic or heteroaromatic ring; Q is selected from a covalent bond; —(C —(C —(C —(C J is selected from a covalent bond; —(C —(C —(C —(C —(C —(C T is selected from a covalent bond; —(C —(C —(C —(C R0, R1, R2, R3, and R4 are identical or different, and are independently selected from: a) hydrogen atom, b) —(C c) halogen, d) phenyloxy-, wherein phenyloxy is unsubstituted or substituted one to three times by R13, e) —(C f) —N(R10)-(C g) —(C h) —(C i) —(C j) a 3- to 7-membered cyclic residue, containing 1, 2, 3 or 4 heteroatoms selected from nitrogen, sulphur, and oxygen, wherein said cyclic residue is unsubstituted or mono-, di-, tri- or four times substituted independently of one another by R13, k) —O—CF l) —O—(C m) —NO n) —CN, o) —OH, p) —C(O)—R10, q) —C(O)—O—R11, r) —C(O)—N(R11)-R12, s) —N(R11)-R12, t) —N(R10)-SO u) —S—R10, v) —SO w) —SO x) —O—SO wherein at least one of R1, R2, R3 or R4 is absent when at least one of A1, A2, A3 or A4 is a nitrogen atom, or R1 and R2, R2 and R3, or R3 and R4 form, together with the atoms with which they are attached, a 5- or 8-membered ring, containing up to 0, 1, 2, 3 or 4 heteroatoms selected from nitrogen, sulphur or oxygen, wherein said ring is unsubstituted or substituted one, two, three or four times by R14; R5 and R6 are identical or different, and are independently selected from: a) —(C b) phenyloxy-, wherein phenyloxy is unsubstituted or substituted one to three times by R13, c) —(C d) —N(R10)-(C e) —(C f) —(C g) —(C h) a 3- to 7-membered cyclic residue, containing 1, 2, 3 or 4 heteroatoms selected from nitrogen, sulphur, and oxygen, wherein said cyclic residue is unsubstituted or mono-, di-, tri- or four times substituted independently of one another by R13, i) —C(O)—R10, j) —C(O)—O—R11, k) —C(O)—N(R11)-R12, l)—SO m) —SO R10 is selected from hydrogen atom, —(C R11 and R12 are identical or different, and are independently selected from: a) hydrogen atom, b) —(C c) —(C d) —(C R13 is selected from halogen, —NO R14 is selected from halogen, —OH, ═O, —CN, —CF R17 and R18 are identical or different, and are independently selected from: a) hydrogen atom, b) —(C c) —(C d) —(C said process comprises reacting a compound of formula II wherein R0, R1, R2, R3, R4, A1, A2, A3, R4 and Q are as defined in formula I, and X is selected from Cl, Br, I, triflate, nonaflate, tosylate, alkyl sulfonate and aryl sulfonate, with a compound of formula III or any salts thereof, wherein J, T, R5 and R6 are as defined in formula I, in the presence of a transition metal compound selected from: palladium (II) chloride, palladium (II) bromide, palladium (II) iodide, palladium (II) acetate, palladium (II) trifluoroacetate, tris(dibenzylideneacetone)di-palladium(0), tris(dibenzylideneacetone)di-palladium(0) chloroform adduct, bis(dibenzylideneacetone)palladium (0), bis(triphenyl-phosphine)palladium (II) chloride, and tetrakis(triphenylphosphine)palladium (0); in the presence of a phosphine ligand selected from: tri-tert-butylphosphine, tri-tert-butylphosphine tetrafluoroborate salt, tricyclohexylphosphine, dicyclohexlphenylphosphine, methyldiphenylphosphine, dimethylphenyl-phosphine, trimethylphosphine, triethylphosphine, triphenylphosphine, 2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl, and 2,2′-bis(di-tert-butylphosphino)biphenyl; to give a compound of formula I and optionally, the compound of formula I is converted to its physiologically tolerated salt.