Water → 2-Bromo-3-methoxypyridine

Under nitrogen atmosphere, to a solution of 2-bromo-3-hydroxypyridine (10.00 g) in DMF (100 ml) was added sodium hydride (60% oil, 2.5 g) at 0° C., and the mixture was stirred for 30 minutes. To the reaction mixture was added methyl iodide (4.0 ml), and the mixture was stirred at room temperature for 2 hours. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated. Under reduced pressure, the residue was separated and purified with column chromatography (ethyl acetate/hexane=1:2) to give 2-bromo-3-methoxypyridine (9.24 g) as colorless crystals.

1. stirringthe mixture was stirred at room temperature for 2 hours
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was washed with saturated sodium chloride solution
4. dry with materialdried with magnesium sulfate
5. concentrationconcentrated
6. customUnder reduced pressure, the residue was separated
7. custompurified with column chromatography (ethyl acetate/hexane=1:2)

ORD record

ord-760ea452d50b4a68b42122a94bd1e08f

Source dataset

uspto-grants-2001_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06268354B1