Water → HCID 86686922, compound

Participants

Reaction Steps

To a solution of (6-fluoro-3-methyl-4-piperidin-4-yl-naphthalen-2-yl)-acetic acid methyl ester trifluoroacetate salt (which may be prepared as described above; 102 mg, 0.237 mmol) and N,N-diisopropylethylamine (124 μL, 0.711 mmol) in methylene chloride (10.0 mL) was added 2,5-difluorobenzoyl chloride (62.7 mg, 0.355 mmol). The reaction mixture was stirred for three hours at room temperature Water (˜25 mL) was added and the mixture was extracted with methylene chloride (2×25 mL). The combined organic layers were washed with brine, dried over anhydrous MgSO4, filtered and concentrated. Silica gel chromatography (25% ethyl acetate in hexanes) afforded {4-[1-(2,5-difluoro-benzoyl)-piperidin-4-yl]-6-fluoro-3-methyl-naphthalen-2-yl}-acetic acid methyl ester (73 mg, 68%).

Provenance & Evidence