(3R)-3-ethyl-7-fluoro-4-(4-hydroxybenzoyl)-1-methyl-3,4-dihydroquinoxalin-2(1H)-one → (3R)-3-ethyl-7-fluoro-4-(3-hydroxybenzoyl)-1-methyl-3,4-dihydroquinoxalin-2(1H)-one

Participants

Reaction Steps

(3R)-3-Ethyl-7-fluoro-4-(3-methoxybenzoyl)-1-methyl-3,4-dihydroquinoxalin-2(1H)-one was treated according to the procedure for the preparation of (3R)-3-ethyl-7-fluoro-4-(4-hydroxybenzoyl)-1-methyl-3,4-dihydroquinoxalin-2(1H)-one (see Example 1) to give an oil which was purified via Biotage Horizon® (SiO2, gradient from 5% EtOAc/hexane to 40% EtOAc/hexane) to yield (3R)-3-ethyl-7-fluoro-4-(3-hydroxybenzoyl)-1-methyl-3,4-dihydroquinoxalin-2(1H)-one (72%). [α]D25=−281° (c=0.0098 G/ML, CHCl3); MS (ESI) m/z 329 ([M+H]+); MS (ESI) m/z 327 ([M−H]−) HRMS: calcd for C18H17FN2O3.0.10H2O, 329.9234; found (ESI+), 329.12884; Anal. Calcd for C18H17FN2O3 0.10H2O: C, 65.49; H, 5.25; N, 8.49. Found: C, 65.29; H, 4.93; N, 8.33.

Provenance & Evidence