Tert-butyl 2-hydroxyacetate → [5-(4-Fluoro-phenylcarbamoyl)-pyridin-2-yloxy]-acetic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

A suspension of 6-bromo-N-(4-fluoro-phenyl)-nicotinamide (0.112 g, 0.38 mmol), tert-butyl glycolate (0.1 g, 0.76 mmol), and potassium tert-butoxide (0.85 g, 0.76 mmol) in THF (10 mL) was heated in a sealed tube at 70° C. After 6 h the reaction mixture was diluted with ethyl acetate and washed with water bicarbonate and dried over sodium sulfate. Removal of the solvents provided a solid. Purification by reverse phase chromatography gave 0.010 g (8%) of the titled product as a white solid; MS (EI) m/z 345.21 (M−H)−.

Provenance & Evidence