1: 5-bromo-2-methoxy-4-methylpyridine With n-butyllithium in tetrahydrofuran; hexanes T=-70°C; 0.666667 h; 2: N,N-dimethyl-formamide in tetrahydrofuran; hexanes T=-70 - 20°C; 3: With hydrogenchloride in tetrahydrofuran; hexanes; water

1: 92 percent / methanol / 7 h / Heating 2: 1) n-BuLi / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 30 min View Scheme

1: 1) n-BuLi / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 30 min View Scheme

Yield given. Multistep reaction. Yields of byproduct given;