Water → {1-[4-(7-Amino-6-bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

Participants

Reaction Steps

To a suspension of {1-[4-(7-amino-4-oxo-2-phenyl-4H-1-benzopyran-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (48 mg, 0.10 mmol) in chloroform (1.0 mL), was added N-bromosuccinimide (18 mg, 0.10 mmol) and the reaction mixture was stirred at RT for 1 hour. After this time, the mixture was poured into water and extracted with EtOAc (×2). The combined organic extracts were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude residue was purified by flash chromatography (SiO2, gradient 0 to 80% EtOAc in pentane) to yield the title compound as a yellow solid (34 mg, 61%). LCMS (Method B): RT=4.96 min, [M+H]+=561/563.

Provenance & Evidence