Water → HCID 86614469, compound

Participants

Reaction Steps

Benzyl-(2-chloro-6-cyclopropyl-3-nitro-pyridin-4-yl)-amine (245 mg, 0.8 mmol) was dissolved in AcOH:H2O (9.0:0.9 mL). Iron powder (270 mg, 4.8 mmol) was added and the mixture was vigorously stirred at room temperature under a nitrogen atmosphere over the weekend, during which an off-white precipitate had precipitated out. The reaction mixture was diluted with EtOAc (20 mL) and water (20 mL), the mixture filtered through celite, and the filter cake washed with EtOAc (20 mL). The phases were separated and the organic layer was washed with saturated aqueous NaHCO3 (10 mL) and brine (10 mL), dried over MgSO4 and concentrated in vacuo. The residue was dried in vacuo at 40° C. overnight to give the title compound (215 mg) as an off-white crystalline solid.

Provenance & Evidence