Patent ID: 8703992

Claim:
A process for preparing an aromatic or a heteroaromatic carboxylic acid, carboxylic acid ester or carboxamide by reacting an aromatic or a heteroaromatic halide of the general formula I: R(—X) n (I), with carbon monoxide and water, ammonia, an alcohol or an amine in the presence of a base and a zero-valent or a divalent palladium compound and a bidentate diphosphane or a complex of zero- or divalent palladium with a bidentate diphosphane, wherein: n is an integer from 1 to 6, R is a substituted or unsubstituted aromatic or heteroaromatic radical and X is chlorine, bromine or iodine atom; and wherein the bidentate diphosphane has the general formula II: (R 1 —)(R 2 —)P—Y—P(—R 3 )(—R 4 ) (II), wherein R 1 to R 4 are independently of one another, identically or differently, unsubstituted aryl radical or aryl radical substituted with at least one radical exhibiting a positive resonance effect or a positive inductive effect, an unsubstituted or a substituted cyclopentyl or cyclohexyl; and Y is a hydrocarbon group with a total of 2 to 20 carbon atoms, wherein at least one of the carbon atoms carries only one or no hydrogen atom as substituent; provided the reaction between 4-bromo-3-difluoromethyl-1-methylpyrazole with 2-(3,4,5-trifluorophenyl)aniline and carbon monoxide (a) in N-methylpyrrolidone in the presence of Pd(C 6 H 5 CN) 2 Cl 2 , 2,2-dimethyl-1,3-bis(diphenylphosphanyl)propane and potassium carbonate; or (b) in acetonitrile in the presence of Pd(C 6 H 5 CN) 2 Cl 2 , 3,3-bis(diphenylphosphanylmethylene)heptane, triethylamine and potassium carbonate; to give N-[2-(3,4,5-trifluorophenyl)phenyl]-3-difluoromethyl-1-methylpyrazole-4-carboxamide is excluded.