Synthesis
General procedure for the synthesis of 4-bromomethyl-2,6-dichloropyridine using 2,6-dichloropyridine-4-methanol as starting material: a tetrahydrofuran solution of (2,6-dichloropyridin-4-yl)methanol was mixed with triphenylphosphine and N-bromosuccinimide at 0 °C, maintained at this temperature and the reaction mixture was stirred. After 2 hours of reaction, the reaction mixture was diluted with water and extracted with ethyl acetate (3 x 150 mL). The organic phases were combined and washed with brine (2 x 100 mL) and subsequently dried over anhydrous sodium sulfate. The dried organic phase was filtered and concentrated to give the crude product. The crude product was purified by column chromatography to yield 1.1 g of 4-bromomethyl-2,6-dichloropyridine [0795] as a colorless liquid. Mass spectral analysis showed MS (M + 1)+ = 241.8.
