Nitric Acid → HCID 86654964, compound

Participants

Reaction Conditions

Reaction Steps

To an ice-cold solution of N-(4-bromo-5-fluoro-2-(pyridin-2-yl)phenyl)pivalamide (17.5 g, 50.0 mmol) in conc. H2SO4 (50.0 mL) was added drop wise fuming HNO3 (10.0 mL). The resulting mixture was stirred at 0-10° C. for 1 h. After completion of reaction (by TLC), the mixture was poured onto 500 mL of crushed ice and stirred for 30 min followed by extraction with EtOAc (3×500 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and evaporated under reduced pressure. The crude was triturated with Et2O to obtain the desired product as a yellow solid (15.0 g, 76%). MS: 396.23 [M+H]+.

Provenance & Evidence