Sodium Hydroxide → HCID 86704204, compound

Participants

Reaction Steps

2,5-difluoro-N-{2-fluoro-3-[2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]phenyl}-N-(methoxymethyl)benzenesulfonamide (1.4 g, 2.808 mmol) was dissolved in acetic acid (28 mL), sodium acetate (461 mg, 5.616 mmol, 2 eq) was added and the mixture was stirred until complete dissolution. Bromine (0.2 mL, 3.9 mmol, 1.4 eq) was then added dropwise over 45 min and stirred at r.t. overnight. The reaction mixture was then added dropwise to a cooled 1 N solution of sodium hydroxide (300 mL) and the mixture was extracted with ethyl acetate. The organic phase was washed with 0.5 N sodium hydroxide, 5% NaHSO3 and brine, dried over Na2SO4 and evaporated to dryness, affording 1.26 g (78%) of the title product as colourless oil.

Provenance & Evidence