Azobisisobutyronitrile → 6-Bromo-2-(bromomethyl)-3-fluoropyridine

Temperature

55 °C

To a solution of 6-bromo-3-fluoro-2-methylpyridine (0.5 gr, 2.63 mmol) in dichloromethane (5 ml) were added at room temperature N-bromosuccinimide (937 mg, 5.26 mmol) and azo-di-isobutyronitrile (86 mg, 0.526 mmol). After 17 h stirring at 55° C. the reaction mixture was quenched by the addition of water and the product was extracted into dichloromethane. The combined organic phases were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. Column chromatography afforded 6-bromo-2-(bromomethyl)-3-fluoropyridine (388 mg) as a clear oil.

1. customwas quenched by the addition of water
2. extractionthe product was extracted into dichloromethane
3. washThe combined organic phases were washed with brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated under reduced pressure

ORD record

ord-00b00539589e41edbac00bdbdd36682f

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08143246B2