Potassium tert-butoxide → 5-(5-Bromo-2-fluorophenyl)-6,6-difluoro-5-methyl-1,4-oxazepan-3-one

Participants

Reaction Steps

To a solution of t-BuOK (0.36 g, 3.2 mmol) in t-BuOH (10 mL) was added N-(2-(5-bromo-2-fluorophenyl)-3,3-difluoro-4-hydroxybutan-2-yl)-2-chloroacetamide (1.0 g, 2.6 mmol) t-BuOH (10 mL) at rt and heated to reflux temperature for 1 h 30 min. Reaction mixture was monitored by TLC analysis. Reaction mixture was concentrated under reduced pressure and adjusted pH to ˜2 using 2 N HCl. Ethyl acetate was added to extract the product, organic layer was washed with water, brine solution followed by drying over anhy. Na2SO4 and concentrated under reduced pressure. The crude compound (0.9 g) was carried forward for the next step without purification. LCMS: RtH5=1.616 [M+H]+=337.8, 339.9 (56%); 1.482 [M+H]+=675.1, 676.8 (34%).

Provenance & Evidence