Hydrochloric Acid → HCID 67067918, compound

Participants

Reaction Steps

Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-8-cyclopropyl-2-phenyl-chromen-4-one, a mixture containing 30% 3-[4-(1-amino-cyclobutyl)-phenyl]-8-(1-methyl-1H-pyrazol-4-yl)-2-phenyl-chromen-4-one and 70% 3-[4-(1-amino-cyclobutyl)-phenyl]-8-cyclopropyl-2-phenyl-chromen-4-one 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 90% MeOH in water+1 M HCl (60 μL in each 10 mL of eluent)} to give the title compound as a white solid (5 mg). 1H NMR (300 MHz, DMSO-d6): δ 8.77 (s, 3H), 8.23 (s, 1H), 8.09 (dd, J=7.9 and 2.0 Hz, 1H), 8.02-7.97 (m, 2H), 7.70-7.34 (m, 8H), 7.29 (d, J=8.7 Hz, 2H), 3.88 (s, 3H), 2.62-2.48 (m, 4H), 2.29-2.11 (m, 1H), 1.88-1.71 (m, 1H). LCMS (Method E): RT=3.34 min, [M+H]+=448, and 3-[4-(1-amino-cyclobutyl)-phenyl]-8-cyclopropyl-2-phenyl-chromen-4-one hydrochloride.

Provenance & Evidence