1: 2-methoxy-pyridine With 2,2,6,6-tetramethyl-piperidine; n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; 2: chloro-trimethyl-silane in tetrahydrofuran; hexane T=-78°C; 1 h;

1: 6-bromo-2-methoxypyridine With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: With diisopropylamine in tetrahydrofuran; hexane T=-78 - 0°C; 3: chloro-trimethyl-silane in tetrahydrofuran; hexane T=-78°C;

1: 3-Bromo-2-methoxypyridine With n-butyllithium; isopropylmagnesium chloride in tetrahydrofuran; hexane T=-2 - 0°C; 0.75 h; Inert atmosphere; 2: chloro-trimethyl-silane in tetrahydrofuran; hexane T=0 - 20°C; Inert atmosphere;

1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: diisopropylamine / tetrahydrofuran; hexane / -78 - 0 °C 1.3: 70 percent / tetrahydrofuran; hexane / -78 °C 2.1: 2,2,6,6-tetramethylpiperidine; BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 2.2: 95 percent / tetrahydrofuran; hexane / 1 h / -78 °C View Scheme

n-butyllithium; 2-(dimethylamino)-ethanol; sodium hydride in hexane 1.) 0 deg C, 1 h;

n-butyllithium; N,N,N',N,-tetramethylethylenediamine in hexane 1.) 0 deg C, 1 h, 2.) 0 deg C, 1 h;