Potassium Carbonate → 3-[(8-Fluoro-2,3-dimethyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazin-7-yl)oxy]-5-[(1S)-2-hydroxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

Participants

Reaction Conditions

Reaction Steps

Potassium carbonate (152 mg, 1.1 mmol) was added to a solution of 8,9-difluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (117 mg, 0.55 mmol) and 3-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyloxy)-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide (223 mg, 0.55 mmol) in 1-methyl-2-pyrrolidinone (10 mL) and the mixture heated at 140° C. for 3 days. The mixture was concentrated in vacuo and the residue suspended in ethyl acetate (20 mL). The suspension was filtered through Celite® and evaporated. The residue was purified by column chromatography (eluting with 0-20% methanol in DCM) to afford a colourless gum which solidified on evaporation from 30% methanol in DCM to afford the title compound as a colourless solid (109 mg, 33%).

Provenance & Evidence