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

In a nitrogen atmosphere, sodium methoxide (36.6 g) was added to 2,6-dibromopyridine (93.0 g) in methanol (200 mL) in an ice bath. The mixture was refluxed for 5 hours and was allowed to cool. The resulting crystals were collected by filtration and the filtrate was concentrated. Water was then added to the residue and the mixture was extracted with methylene chloride. The organic layer was dried over anhydrous sodium sulfate. Evaporation of the solvent gave the title compound as a yellow oil (69.5 g, substantially pure product).

1. temperatureThe mixture was refluxed for 5 hours
2. temperatureto cool
3. filtrationThe resulting crystals were collected by filtration
4. concentrationthe filtrate was concentrated
5. additionWater was then added to the residue
6. extractionthe mixture was extracted with methylene chloride
7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
8. customEvaporation of the solvent

ORD record

ord-227ccf6406174409913d8834b890e2d7

Source dataset

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07763617B2