N-bromobutanimide → HCID 66977376, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(5-fluoro-2-(pyridin-2-yl)phenyl)pivalamide (19.0 g, 69.83 mmol) in acetic acid (140.0 mL) was added NBS (24.86 g, 139.66 mmol) at 0° C. The resulted mixture was stirred at 50° C. for 1 h. After completion of reaction (by TLC), the mixture was poured onto 100 mL of crushed ice and extracted with EtOAc (3×100 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and solvent evaporated under reduced pressure. The crude residue was purified over 100-200 M silica-gel by using 2% EtOAc:hexane to obtain the desired product as an off white solid (17.50 g, 72%).

Provenance & Evidence