Hydrochloric Acid → HCID 71604173, compound

Participants

Reaction Steps

To a solution of {4-[1-(2,6-dichloro-benzenesulfonyl)-piperidin-4-yl]-6-fluoro-3-methyl-naphthalen-2-yl}-acetic acid methyl ester (96 mg, 0.183 mmol) in THF (8.0 mL) was added a solution of lithium hydroxide monohydrate (87.6 mg, 2.1 mmol) in water (2 mL). The reaction mixture was stirred at room temperature overnight under nitrogen. After this time, the reaction mixture was diluted with water (˜20 mL) and then acidified with 1.0 N aqueous HCl (3.66 mL). The resulting mixture was extracted with ethyl acetate (2×25 mL), then the combined extracts were washed with brine (30 mL). The organic phase was dried over anhydrous MgSO4, filtered, and concentrated to provide {4-[1-(2,6-dichloro-benzenesulfonyl)-piperidin-4-yl]-6-fluoro-3-methyl-naphthalen-2-yl}-acetic acid (63 mg, 67%) as a yellow solid. MS cald. for C24H23Cl2FNO4S [(M+H)+]: 510, obsd. 510.1.

Provenance & Evidence