Tetrahydrofuran → HCID 59377733, compound

Participants

Reaction Steps

To a solution of (S)-2-(4-Fluoro-phenyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid {2-bromo-5-[2-(tert-butyl-dimethyl-silanyl)-ethoxy]-4-chloro-phenyl}-amide (0.095 g, 0.158 mmol) in THF (5 ml) was added 1.0 M TBAF in THF (0.35 ml, 0.348 mmol). The mixture was stirred at room temperature for three hours. Buffer (pH 2) was added and the mixture was extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/1:1) gave (S)-2-(4-fluoro-phenyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid [2-bromo-4-chloro-5-(2-hydroxy-ethoxy)-phenyl]-amide (0.198 g) as a white foam. MS (M+H) 484.

Provenance & Evidence