Hydrochloric Acid → 5-Bromo-2-methoxypyridine

Sodium methylate (4.05 g, 21 mmol) was added to a methanol solution (20 mL) of 2,5-dibromopyridine (1 g, 4.2 mmol), followed by refluxing for 13 hours. The reaction solution was poured into dilute hydrochloric acid for neutralization and the mixture was extracted with a chloroform/methanol mixed solvent (chloroform/methanol=9/1). The extract was washed with a saturated aqueous solution of sodium chloride and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluted with chloroform/methanol=99/1) to obtain 2-methoxy-5-bromopyridine (660 mg; yield: 87%).

1. temperatureby refluxing for 13 hours
2. extractionthe mixture was extracted with a chloroform/methanol mixed solvent (chloroform/methanol=9/1)
3. washThe extract was washed with a saturated aqueous solution of sodium chloride
4. dry with materialdried over sodium sulfate
5. customThe solvent was evaporated under reduced pressure
6. customthe resulting residue was purified by silica gel column chromatography (eluted with chloroform/methanol=99/1)

ORD record

ord-99037b7f4ac443559aac8f51315426d1

Source dataset

uspto-grants-2005_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06861530B2