Sodium Methoxide → 3-Bromo-2-methoxy-4-methylpyridine

Temperature

100 °C

3-bromo-2-chloro-4-methylpyridine (1 g) was added to DMF (5.6 mL). Sodium methoxide (28% solution in methanol, 4.6 mL) was added to the solution, and the mixture was stirred at 100° C. for 12 hours. The reaction mixture was partitioned by adding ethyl acetate and water. The organic layer was dried over anhydrous magnesium sulfate. The desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 5% to 30%) to give the title compound (1.1 g).

1. customThe reaction mixture was partitioned
2. additionby adding ethyl acetate and water
3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
4. customThe desiccant was removed by filtration
5. concentrationthe filtrate was concentrated under reduced pressure
6. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 5% to 30%)

ORD record

ord-8f0b6380a2984b81b5a1aa70a016a8ea

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08563565B2