Potassium Carbonate → 4-(4-chloro-2-(2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenoxy)-N-(2,4-dimethoxybenzyl)-3-fluoro-N-(pyrimidin-2-yl)benzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

To a mixture 5-(5-chloro-2-hydroxyphenyl)benzo[d]oxazol-2(3H)-one (0.068 g, 0.26 mmol) and potassium carbonate (0.054 g, 0.39 mmol) in dimethylsulfoxide (2 mL) was added N-(2,4-dimethoxybenzyl)-3,4-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide (0.114 g, 0.27 mmol). The reaction mixture was heated at 70-80° C. for 16 h, allowed to cool to ambient temperature and partitioned between ethyl acetate (100 mL) and water (10 mL). The organic phase was washed with brine (2 5 mL), dried over anhydrous sodium sulphate, filtered and concentrated in vacuo. The residue was purified by column chromatography, eluting with a 0-100% gradient of ethyl acetate in hexanes to give 4-(4-chloro-2-(2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenoxy)-N-(2,4-dimethoxybenzyl)-3-fluoro-N-(pyrimidin-2-yl)benzenesulfonamide as an orange solid which was carried forward without further purification: MS (ES+) m/z: 662.9 (M+1), 664.9 (M+1)

Provenance & Evidence