2-Methyl-5-hydroxypyridine → 2-Bromo-6-methylpyridin-3-ol

To a solution of 5-hydroxy-2-methyl pyridine (20 g, 183.2 mmol) in dry pyridine (350 mL) was added a solution of bromine (10.3 mL, 201.5 mmol) in dry pyridine (100 mL) dropwise. After 1.5 h, the reaction mixture was filtered and the filtrate was concentrated under vacuum. The residue was treated with water (160 mL) and filtered. The resultant pale solid was washed with water (300 mL) and air dried. The crude product was recrystallized in EtOH (200 mL) to give the title compound as a solid.

1. filtrationthe reaction mixture was filtered
2. concentrationthe filtrate was concentrated under vacuum
3. additionThe residue was treated with water (160 mL)
4. filtrationfiltered
5. washThe resultant pale solid was washed with water (300 mL) and air
6. customdried
7. customThe crude product was recrystallized in EtOH (200 mL)

ORD record

ord-415f23e9e6534ceba6270707e0d67205

Source dataset

uspto-grants-2005_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06921759B2