Ammonia → HCID 178507112, compound

Participants

Reaction Steps

Following the procedure of 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, (1-{4-[4-oxo-2-phenyl-8-(1H-[1,2,3]triazol-4-yl)-4H-chromen-3-yl]-phenyl}-cyclobutyl)-carbamic acid tert-butyl ester was treated with TFA. The resultant free base was subjected to flash chromatography (SiO2, gradient 0 to 20% methanolic ammonia in DCM) to afford the title compound as a white solid (7 mg, 23%, 2 steps). 1H NMR (400 MHz, DMSO-d6): δ 8.40 (dd, J=7.6 and 1.8 Hz, 1H), 8.14 (s, 1H), 8.08 (dd, J=7.9 and 1.8 Hz, 1H), 7.58 (t, J=7.8 Hz, 1H), 7.48-7.44 (m, 2H), 7.41-7.31 (m, 5H), 7.11 (d, J=8.6 Hz, 2H), 3.26 (bs, 3H), 2.37-2.27 (m, 2H), 2.08-1.88 (m, 3H), 1.66-1.54 (m, 1H). LCMS (Method E): RT=2.98 min, [M+H]+=435.

Provenance & Evidence