Ammonium Chloride → 3-Amino-5-bromo-2-chloropyridine

To a solution of 5-bromo-2-chloro-3-nitropyridine (5.0 g, 21.1 mmol) in methanol (50 mL) and dichloromethane (5 mL) was added zinc (7.6 g, 115.8 mmol) and ammonium chloride (5.6 g, 105.3 mmol). The reaction mixture was stirred for 24 hours. The solids were removed by filtration and washed with dichloromethane. The filtrate was washed with water (50 mL), brine (50 mL), dried over sodium sulfate, filtered and concentrated to dryness under reduced pressure. The crude 5-bromo-2-chloropyridin-3-amine (4.2 g) was used without further purification. LCMS [M+H]: 207.

1. customThe solids were removed by filtration
2. washwashed with dichloromethane
3. washThe filtrate was washed with water (50 mL), brine (50 mL)
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated to dryness under reduced pressure
7. customThe crude 5-bromo-2-chloropyridin-3-amine (4.2 g) was used without further purification

ORD record

ord-fb79ef3946d74492b5798e7221a26aa5

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08541407B2