Bromine → 3-Bromo-5-chloropyridin-2-amine

To a solution of 5-chloropyridin-2-amine (5.0 g) in acetic acid (90 mL) was added dropwise a solution of bromine (12.4 g) in acetic acid (4 mL) at 10° C. The reaction solution was stirred at room temperature for 2 hr, and saturated aqueous sodium thiosulfate solution was added thereto at 0° C. The mixture was stirred for 30 min, the solvent was evaporated under reduced pressure, and the residue was extracted with ethyl acetate. The obtained organic layer was washed successively with saturated aqueous sodium bicarbonate solution and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.75 g).

1. customat 0° C
2. stirringThe mixture was stirred for 30 min
3. customthe solvent was evaporated under reduced pressure
4. extractionthe residue was extracted with ethyl acetate
5. washThe obtained organic layer was washed successively with saturated aqueous sodium bicarbonate solution and saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customthe solvent was evaporated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

ORD record

ord-b7f3300f13644862a90f0a0fd4eab431

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09296746B2