5-Bromo-4-chloro-3-nitro-2-pyridinamine

A solution of 4-chloro-3-nitropyridin-2-amine (2 g, 11.5 mmol) and N-bromosuccinimide (2.5 g, 13.8 mmol) in ACN (125 mL) was heated at 80 °C. After 1h, the reaction mixture was cooled was cooled to room temperature and volatiles were removed under reduced pressure. Purification (FCC, SiO2, 0-5percent EtOAc in DCM), afforded the title compound (2.9 g, 99percent). MS (ESI): mass calcd. for C5H3BrClN3O2, 250.9; m/z found, 251.8 [M+H]4-Chloro-3-nitropyridin-2-amine (0.1 0 g, 0.58 mmol) was dissolved in dryacetonitrile (20 ml). To the stirred solution was then added N-bromosuccinimide (0.124g, 0.70 mmol), and the reaction mixture was heated at 80 °C for 1 h. Volatiles wereremoved in vacuo and the residue purified by silica column chromatography (elution with25 dichloromethane) to provide the title compound as a pale brown powder (0.125 g, 85percent).1 H-NMR (500 MHz, DMSO-d6) 7.35 (s, 2H, NH2), 8.41 (s, 1 H, 6-H).A solution of 4-chloro-3-nitropyridin-2-amine (2 g, 11.5 mmol) and N-bromosuccinimide (2.5 g, 13.8 mmol) in ACN (125 mL) was heated at 80 °C. After 1h, the reaction mixture was cooled was cooled to room temperature and volatiles were removed under reduced pressure. Purification (FCC, SiO2, 0-5percent EtOAc in DCM), afforded the title compound (2.9 g, 99percent). MS (ESI): mass calcd. for C5H3BrClN3O2, 250.9; m/z found, 251.8 [M+H]4-Chloro-3-nitropyridin-2-amine (0.1 0 g, 0.58 mmol) was dissolved in dryacetonitrile (20 ml). To the stirred solution was then added N-bromosuccinimide (0.124g, 0.70 mmol), and the reaction mixture was heated at 80 °C for 1 h. Volatiles wereremoved in vacuo and the residue purified by silica column chromatography (elution with25 dichloromethane) to provide the title compound as a pale brown powder (0.125 g, 85percent).1 H-NMR (500 MHz, DMSO-d6) 7.35 (s, 2H, NH2), 8.41 (s, 1 H, 6-H).

Molecular Weight:252.45
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:250.90972
Monoisotopic Mass:250.90972
Topological Polar Surface Area:84.7
Heavy Atom Count:12
Complexity:188
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes