Sulfuric Acid → HCID 136366722, compound

Participants

Reaction Steps

To a stirring yellow solution of (R)-2-hydroxy-1-(4-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)-4-methylpentan-1-one (200 mg, 0.46 mmol) and THF (0.9 mL) under an N2 atmosphere was added a solution of concentrated H2SO4 solution (95.9%) (26 μL, 0.46 mmol) and CH3CN (0.75 mL) in a single portion. A white precipitate formed slowly over a period of 1 h. The solid was filtered and vacuum dried to obtain (R)-2-hydroxy-1-(4-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperazin-1-yl)-4-methylpentan-1-one sulfate as a white solid (229 mg, 94%). LC/MS: m/z 435.3 (M+H)+ at 2.81 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)). 1H NMR (400 MHz, DMSO-d6) δ 8.20 (dd, J=7.9, 1.5 Hz, 1H), 8.12 (d, J=8.6 Hz, 1H), 7.77 (s, 1H), 7.53-7.49 (m, 2H), 7.10-7.03 (m, 2H), 4.39-4.35 (m, 1H), 4.30-4.04 (m, 4H), 3.93-3.69 (m, 4H), 2.55 (s, 3H), 1.86-1.73 (m, 1H), 1.52-1.33 (m, 2H), 0.93-0.91 (m, 6H) ppm.

Provenance & Evidence