Sodium Dithionite → HCID 68360910, compound

Participants

Reaction Steps

3.08 g of tert-butyl [(3-{5-fluoro-3-[(2-fluoro-4-iodophenyl)amino]-2-nitrophenoxy}benzyl)sulfamoyl]carbamate (4.55 mmol, 1 eq.) were dissolved in 88 mL THF and heated to 50° C. upon which a solution of 13.5 g sodium dithionite (77.4 mmol, 17 eq.) in 70 mL water was added and stirring was continued at that temperature for 5 h. The layers were separated and the THF layer was concentrated in vacuo. The residue was taken up in ethyl acetate, washed with sodium bicarbonate solution and sodium chloride solution, dried, filtered and concentrated in vacuo. The residue was further purified by flash column chromatography (hexan to hexan/ethyl acetate 1:1 gradient) to yield 886 mg (30% yield) of the target compound (as a 2-3:1 regioisomeric mixture).

Provenance & Evidence