Sodium borohydride → HCID 66701633, compound

Participants

Reaction Steps

To a solution of tert-butyl [1,5-dimethyl-6-oxo-3-({[1-(2-oxoethyl)cyclopropyl]sulfonyl}amino)-1,6-dihydropyridin-2-yl](2-fluoro-4-iodophenyl)carbamate (304 mg, 0.491 mmol) in MeOH (6 ml) at 0° C. under a nitrogen atmosphere was added NaBH4 (4 eq, 74 mg, 1.963 mmol). The reaction mixture was stirred at this temperature for 1 hour and then allowed to warm up to room temperature. The solvent was removed under reduced pressure, the residue partitioned between ethyl acetate (10 ml), H2O (5 ml) and 1N aq HCl (5 ml). The aqueous phase was separated and extracted twice with ethyl acetate (10 ml). The combined organic layers were washed with brine (20 ml), dried (silicone filter) and concentrated under reduced pressure. The crude material was purified by flash chromatography (Biotage system) to afford the title compound (321 mg, quant.).

Provenance & Evidence