potassium carbonate; tetrakis(triphenylphosphine) palladium(0) in ethylene glycol dimethyl ether; water Heating / reflux;

sodium hydroxide; potassium carbonate; tetrakis (triphenylphosphine) palladium (0) in dichloromethane; water

1: 3.5-Dibromopyridine With isopropylmagnesium chloride in tetrahydrofuran T=20°C; 1 h; 2: iodobenzene With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=20°C; 17 h;

tetrakis(triphenylphosphine) palladium(0) in ethanol; hexane; ethyl acetate; toluene

in toluene

1: 5 -Bromo -pyridin-3 -ylamine; 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane With tert.-butylnitrite in acetonitrile T=80°C; 2 h; 2: iodobenzene With tetrakis(triphenylphosphine) palladium(0); potassium carbonate in N,N-dimethyl-formamide T=100°C; Suzuki-Miyaura Coupling; 12 h; Inert atmosphere;

1: With n-butyllithium; tri-isopropoxy-borane in toluene T=-60 - -10°C; 1 h; 2: With hydrogenchloride; water in toluene

1: With n-butyllithium in toluene T=-60 - -10°C; 1 h; Inert atmosphere; 2: With hydrogenchloride in water; toluene Inert atmosphere;

1: 3-Bromo-5-phenylpyridine With tetrahydroxydiboron; C36H49ClNPPd; N-ethyl-N,N-diisopropylamine in methanol T=50°C; 1 h; Inert atmosphere; 2: bromobenzene With potassium phosphate in methanol; water T=50°C; Suzuki coupling; 15 h; Inert atmosphere;