tert-Butyl hydroperoxide → HCID 68283482, compound

Participants

Reaction Steps

Tert-butyl hydroperoxide (70% in water) (1.945 mL, 20.08 mmol), ammonium hydroxide (13.03 mL, 335 mmol), and 7′-bromo-4′-fluoro-2′-methoxy-3,4-dihydro-2H-spiro[imidazo[1,5-a]pyrimidine-8,9′-xanthene]-6(7H)-thione (300 mg, 0.669 mmol) were combined in MeOH (50 mL) and stirred at RT overnight. The solution was concentrated. The product was purified from the crude concentrate via silica gel column chromatography (RediSep 40 g column) using 0-100% 90/10/1 (DCM/MeOH/ammonia) in DCM to afford 7′-bromo-4′-fluoro-2′-methoxy-3,4-dihydro-2H-spiro[imidazo[1,5-a]pyrimidine-8,9′-xanthen]-6-amine (150 mg, 0.348 mmol). MS m/z=431.0 [M+H].

Provenance & Evidence