Ammonium Chloride → HCID 68029042, compound

Participants

Reaction Conditions

Reaction Steps

A solution of N-(4-{[(2R)-3-hydroxy-2-{(3-methylbutyl)[(4-nitrophenyl)sulfonyl]amino}propyl]sulfanyl}-2-oxo-1,2-dihydropyridin-3-yl)-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide (50, 61.3 mg, 0.082 mmol) in ethanol (3 ml), THF (1.5 ml) and water (0.8 mL) was treated with saturated solution of ammonium chloride (298 mg, 5.57 mmol) in water (0.8 mL) followed by addition of powdered iron (80 mg, 1.433 mmol). The mixture was degassed and stirred under N2 at external temperature of 74° C. for 90 min. Diluted with DCM, washed with saturated NaHCO3, dried over MgSO4, filtered and concentrated. Purification performed in a column of silicagel eluted with 5% to 35% MeOH in DCM to afford the title compound (27 mg, 45% yield) as pale yellow foam. MS: m/z=722.2 (MH+).

Provenance & Evidence