2,6-Dibromopyridine → 2-Bromo-6-methoxypyridine

Temperature

120 °C

In an argon atmosphere, sodium methoxide (1.82 g) was added to 2,6-dibromopyridine (8.0 g) in toluene (120 mL), followed by stirring at 120° C. for 13 hours. Subsequently, sodium methoxide (0.728 g) was added to the mixture, followed by stirring at 120° C. for 6 hours. The mixture was cooled in air. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), to thereby give the title compound in an oily substance (5.64 g, 89%).

1. stirringby stirring at 120° C. for 6 hours
2. temperatureThe mixture was cooled in air
3. customThe reaction mixture was partitioned between water and ethyl acetate
4. dry with materialThe organic layer was dried over sodium sulfate anhydrate
5. filtrationfollowed by filtration
6. customThe solvent was evaporated under reduced pressure
7. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate)

ORD record

ord-f503d37c2bd44aebbeb63a457398f9cc

Source dataset

uspto-grants-2009_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07622471B2