Stannous chloride dihydrate → 2,5-Dibromopyridin-3-amine

Temperature

90 °C

To a stirred mixture of 2,5-dibromo-3-nitropyridine (0.99 g, 3.50 mmol) in EtOAc (30.0 mL) was added tin(II) chloride dihydrate (4.02 g, 17.80 mmol) in portions. Upon complete addition of the reducing agent, the mixture was carefully heated to 90° C. After 2 h, the reaction was cooled to rt and diluted with ethyl acetate, then washed with 1M NaOH, water, and brine. After drying over anhydrous sodium sulfate and filtration, the organic solvent was removed under reduced pressure. The residue was identified as 2,5-dibromopyridin-3-amine. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.65 (1H, d, J=2.5 Hz), 7.27 (1H, d, J=2.5 Hz), 5.82 (2H, br, s).

1. additionUpon complete addition of the reducing agent
2. temperaturethe reaction was cooled to rt
3. washwashed with 1M NaOH, water, and brine
4. dry with materialAfter drying over anhydrous sodium sulfate and filtration
5. customthe organic solvent was removed under reduced pressure

ORD record

ord-1d509a402a5948ad9a758c5070fea508

Source dataset

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08940724B2