Hydrochloric Acid → HCID 178434526, compound

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Reaction Steps

Following the procedure of 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, (1-{4-[8-(3-methyl-1H-pyrazol-4-yl)-4-oxo-2-phenyl-4H-chromen-3-yl]-phenyl}-cyclobutyl)-carbamic acid tert-butyl ester was treated with TFA. The resultant free base was dissolved in a mixture of MeOH (7 mL), water (7 mL) and 1 M HCl (0.6 mL) and chromatographed on a 5 g C18 cartridge {gradient 10 to 50% MeOH in water+1 M HCl (60 μL in each 10 mL of eluent)} to give the title compound as a white solid (23 mg, 74%). 1H NMR (400 MHz, DMSO-d6): δ 8.61 (s, 3H), 8.00 (dd, J=8.0 and 1.5 Hz, 1H), 7.84 (s, 1H), 7.77 (dd, J=7.4 and 1.7 Hz, 1H), 7.52 (t, J=7.8 Hz, 1H), 7.42 (d, J=8.4 Hz, 2H), 7.38-7.22 (m, 7H), 3.96 (bs, 1H), 2.57-2.43 (m, 4H), 2.21 (s, 3H), 2.19-2.07 (m, 1H), 1.82-1.69 (m, 1H). LCMS (Method E): RT=3.02 min, [M+H]+=448.

Provenance & Evidence