Trifluoroacetic acid → HCID 121266575, compound

Participants

Reaction Steps

A flask was charged with tert-butyl ((4a′R,11b′R)-10′-bromo-11b′-methyl-4′,4′-dioxido-4a′,5′,6′,11b′-tetrahydrospiro[cyclobutane-1,3′-pyrido[3′,2′: 6,7]oxepino[4,5-b][1,4]thiazin]-2′-yl)carbamate (0.0306 g, 0.061 mmol) followed by the addition of TFA (1.0 ml, 13.46 mmol). The resulting mixture was stirred at rt for 15 min, quenched with water and the pH was brought to >10 using saturated NaHCO3 and 1 N NaOH, and extracted with DCM. The combined organics were dried over Na2SO4, filtered and concentrated to afford a white solid as (4a′R,11b′R)-2′-amino-10′-bromo-11b′-methyl-4a′,5′,6′,11b′-tetrahydrospiro[cyclobutane-1,3′-pyrido[3′,2′: 6,7]oxepino[4,5-b][1,4]thiazine]-4′,4′-dioxide (0.0192 g, 0.048 mmol, 78% yield). LC/MS (ESI) m/z=399.8 (M+H).

Provenance & Evidence