Hydrochloric Acid → HCID 67067837, compound

Participants

Reaction Steps

Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, (1-{4-[4-oxo-2-phenyl-8-(1H-pyrazol-4-yl)-4H-pyrano[2,3-c]pyridin-3-yl]-phenyl}-cyclobutyl)-carbamic acid tert-butyl ester was treated with TFA. The resultant free base was dissolved in a mixture of MeOH (0.75 mL), water (4.25 mL) and 1 M HCl (0.1 mL) and then chromatographed on a 2 g C18 cartridge {gradient 15 to 50% MeOH in water+1 M HCl (60 μL in each 5 mL of eluent)} to give the title compound as a white solid (12.1 mg, 81%, 2 steps). 1H NMR (400 MHz, DMSO-d6): δ 8.66 (d+br s, J=5.1 Hz, 4H), 8.29 (s, 2H), 7.80 (d, J=5.0 Hz, 1H), 7.55-7.41 (m, 7H), 7.30 (d, J=8.2 Hz, 2H), 2.59-2.51 (m, 4H), 2.23-2.12 (m, 1H), 1.85-1.74 (m, 1H). LCMS (Method E): RT=2.79 min, [M+H]+=435.

Provenance & Evidence