Chlorosuccinimide → 6-Bromo-5-chloropyridin-2-amine

Temperature

80 °C

To a solution of 6-bromopyridin-2-amine (1 g, 5.78 mmol) in acetonitrile (10 mL) was added N-chlorosuccinimide (0.849 g, 6.36 mmol) and the mixture was heated at 80° C. for 12 hours. The mixture was filtered through diatomaceous earth and concentrated and the residue was dissolved in ethyl acetate and washed with water and brine. Drying over anhydrous sodium sulfate, filtration, concentration and purification by column chromatography (silica gel, 30% ethyl acetate in hexane) afforded the title compound. LCMS: 209.1 (M+2)+.

1. filtrationThe mixture was filtered through diatomaceous earth
2. concentrationconcentrated
3. dissolutionthe residue was dissolved in ethyl acetate
4. washwashed with water and brine
5. dry with materialDrying over anhydrous sodium sulfate, filtration, concentration and purification by column chromatography (silica gel, 30% ethyl acetate in hexane)

ORD record

ord-2d5fb1cc5f4c4a46be44fd6fc7fba095

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09073922B2