1: alpha-chloropyridine With n-butyllithium; 2-(dimethylamino)-ethanol in hexane T=-78°C; 1 h; 2: chloro-trimethyl-silane in tetrahydrofuran; hexane T=-78 - 20°C; 1 h; Further stages.;

1: 2-chloro-[6-(2)H]pyridine With n-butyllithium; 2-(dimethylamino)-ethanol in hexane T=-78°C; 1 h; 2: chloro-trimethyl-silane in tetrahydrofuran; hexane T=-78 - 20°C; 1 h; Further stages.;

1.1: BuLi; 2-(dimethylamino)ethanol / hexane / 1 h / -78 °C 1.2: 65 percent / DCl; D2O / hexane / 0.25 h / -78 °C 2.1: 2-(dimethylamino)ethanol; BuLi / hexane / 1 h / -78 °C 2.2: 98 percent / hexane; tetrahydrofuran / 1 h / -78 - 20 °C View Scheme

1: in hexane T=-78°C; 1 h; Inert atmosphere; 2: With chloro-trimethyl-silane in tetrahydrofuran; hexane T=-78 - 20°C; 3: With water in tetrahydrofuran; hexane T=0°C; chemoselective reaction;

copper(l) iodide; tetrabutyl ammonium fluoride; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; para-iodoanisole in N,N-dimethyl-formamide T=20°C; 12 h;