Potassium hydroxy sulfite → (R)-N-[2-Chloro-4-(4-carboxyphenylsulphinyl)phenyl]2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

Participants

Reaction Steps

Oxone (1.47 g) as a solution in 1M sodium acetate solution (12 ml) was added to a mixture of (R)-N-[2-chloro-4-(4-carboxyphenylsulphanyl)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 291) (1 g) in methanol (25 ml) and stirred for 2 hours. The reaction mixture was filtered and the solid washed with water and dried under vacuum to give the title compound as a solid (1.02 g) containing 9% of the corresponding sulphone. NMR: 1.6 (s, 3H), 7.75 (d, 1H), 7.8-7.9 (m, 3H), 7.95 (d, 1H), 8.0-8.05 (m, 3H), 8.15 (d, 1H), 9.8 (s, 1H); MS (ESP−); 434.

Provenance & Evidence