6-nitropyridin-2-amine → HCID 56923659, compound

To a stirred solution of 6-nitro-pyridin-2-ylamine (1.0 g, 7.18 mmol) in CH3CN (100 mL), protected from light and under nitrogen atmosphere, N-bromosuccinamide (636 mg, 3.59 mmol) was added at 0° C. After 1 hour, another portion of N-bromosuccinamide (636 mg, 3.59 mmol) was added. The reaction mixture was allowed to warm to room temperature and stirring was continued overnight. The reaction mixture was then quenched by the addition of saturated aqueous Na2S2O3 and extracted with ethyl acetate (3×30 mL). The combined organic extracts were washed with water, brine, dried over MgSO4 (anhydrous) and concentrated in vacuo. The crude product was purified by Biotage using 10% ethyl acetate in hexane to afford 1.2 g of 5-bromo-6-nitro-pyridin-2-ylamine (10).

1. waitwas continued overnight
2. customThe reaction mixture was then quenched by the addition of saturated aqueous Na2S2O3
3. extractionextracted with ethyl acetate (3×30 mL)
4. washThe combined organic extracts were washed with water, brine
5. dry with materialdried over MgSO4 (anhydrous)
6. concentrationconcentrated in vacuo
7. customThe crude product was purified by Biotage

ORD record

ord-10b20d1264f743f08f34014207046a02

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08193363B2