Sodium borohydride → HCID 66701642, compound

Participants

Reaction Steps

To a solution of the crude tert-butyl (2-fluoro-4-iodophenyl)[1-methyl-6-oxo-3-({[1-(2-oxoethyl)cyclopropyl]sulfonyl}amino)-1,6-dihydropyridin-2-yl]carbamate (88% UV, 97 mg, 0.160 mmol) in MeOH at 0° C. under a nitrogen atmosphere was added NaBH4 (4 eq, 25 mg, 0.641 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 EtOAc (10 ml), H2O (5 ml) and 1N aq HCl (5 ml). The aqueous phase was separated and extracted twice with EtOAc (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 (77 mg, 79%).

Provenance & Evidence