2-Mercaptoethanol → HCID 69883783, compound

Participants

Reaction Conditions

Reaction Steps

To (R)-N-{2-chloro-3-fluoro-4-[4-(N,N-dimethylcarbamoyl)phenylsulphonyl]phenyl}-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 18) (600 mg), as a solution in NMP (5 ml), was added 2-hydroxyethanethiol (0.1 ml) and sodium methoxide (0.65 g), and the reaction mixture was heated at 120° C. overnight under an argon atmosphere. The solution was diluted with saturated brine and extracted with ether (3×30 ml). The ether extracts were combined and dried. The volatile material was removed by evaporation and purified by chromatography on a Mega Bond Elut column (20 g silica) eluting with hexane/EtOAc to yield the title compound as a white solid (60 mg, 12%). NMR: 1.60 (s, 3H), 2.60-2.65 (m, 2H),), 2.85 (s, 3H), 2.95 (s, 3H), 3.10-3.20 (m, 2H), 4.75 (dd, 1H), 7.60 (d, 2H); 7.95 (d, 2N), 8.05 (s, 1H), 8.35 (d, 1H), 8.45 (d, 1H), 9.95 (s, 1H); m/z: 553.

Provenance & Evidence