Sodium Hydroxide → HCID 21087357, compound

Participants

Reaction Steps

To a solution of [5-(4-fluorophenylcarbamoyl)pyrimidin-2-ylsulfanyl]acetic acid methyl ester (95.5 mg, 0.3 mmol) in THF (2 mL) and methanol (0.25 mL) was added 1 N NaOH (0.3 mL). After 20 min an additional 0.2 mL of 1 N NaOH was added, and after 40 min an additional 0.1 mL 1 N NaOH was added. After 45 min total reaction time the solution was diluted with water and extracted with ethyl acetate. The organic layers were combined and washed once with water. The aqueous layers were combined and acidified to pH 1 with 3% HCl resulting in the formation of a solid precipitate. The solids were collected by filtration, washed and dried to afford 79.9 mg (88% yield) of the titled acid as a pale beige solid. API-MS m/z 308 (MH+), 306 (M−H)−.

Provenance & Evidence