Hydroxyamine hydrochloride → HCID 172982812, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of tert-butyl [6-cyano-2-isobutyl-4-(4-methylphenyl)quinolin-3-yl]methylcarbamate (3.0 g, 7.0 mmol), hydroxylamine hydrochloride (0.73 g, 11 mmol) and ethanol (75 ml) was added sodium tert-butoxide (1.2 g, 11 mmol), and the mixture was stirred at 70° C. for 6 hrs. The precipitate was filtered off and the filtrate was concentrated under reduced pressure. The residue was partitioned between ethyl acetate-tetrahydrofuran and water and the organic layer was washed with saturated brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give tert-butyl [6-[(Z)-amino(hydroxyimino)methyl]-2-isobutyl-4-(4-methylphenyl)quinolin-3-yl]methylcarbamate (2.5 g, yield 79%) as a white powder.

Provenance & Evidence