Ethanol → 5-[(2,4-Dimethylphenyl)(2-methylpropyl)sulfamoyl]-2-(oxan-4-ylmethoxy)benzoic acid

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 3-cyano-N-(2,4-dimethylphenyl)-N-isobutyl-4-((tetrahydro-2H-pyran-4-yl)methoxy)benzenesulfonamide (50 mg, 0.110 mmol) in ethanol (1 mL) at 25° C. was added sodium hydroxide (0.548 mL, 2.190 mmol). After which the reaction mixture was stirred at 80° C. for 15 hours, then cooled, ethanol removed and crude partitioned between ethyl acetate (20 mL) and HCl (2N, 15 mL). The organic layer was separated, dried over MgSO4 and the solvent removed in vacuo to give a yellow oil. The crude was purified by mass directed autoprep (ammonium carbonate modifier). The relevant fractions were evaporated in vacuo to give the required product, 16.1 mg. LCMS [LCMS2] Rt 0.91 mins, m/z (ES+) 476 (M+H).

Provenance & Evidence