Hydrochloric Acid → (r)-1-(4-(6-Fluoro-2-(2-hydroxyphenyl)quinazolin-4-yl)piperazin-1-yl)-2-hydroxy-4,4-dimethylpentan-1-one hydrochloride

Participants

Reaction Steps

To a solution of (R)-1-(4-(6-fluoro-2-(2-hydroxyphenyl)quinazolin-4-yl)piperazin-1-yl)-2-hydroxy-4,4-dimethylpentan-1-one (230 mg, 0.51 mmol) in CH2Cl2 (3 mL) under an inert atmosphere was added dropwise a 2 M HCl solution in ether (0.255 mL, 0.51 mmol). To it was then added ether (15 mL) which resulted in formation of a precipitate that was allowed to stir for an hour. The product was collected by vacuum filtration and dried to afford (R)-1-(4-(6-fluoro-2-(2-hydroxyphenyl)quinazolin-4-yl)piperazin-1-yl)-2-hydroxy-4,4-dimethylpentan-1-one hydrochloride (230 mg, 92%). LCMS: m/z 453.5 (M+H)+ at 3.19 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)). 1H NMR (400 MHz, DMSO-d6) δ 8.40 (dd, J=7.8, 1.4 Hz, 1H), 8.04 (m, 1H), 7.88 (m, 2H), 7.43 (m, 1H), 6.99 (m, 2H), 4.45 (dd, J=8.8, 3.0 Hz, 1H), 4.02 (m, 4H), 3.79 (m, 4H), 1.56 (m, 1H), 1.42 (m, 1H), 0.97 (s, 9H).

Provenance & Evidence