N-bromobutanimide → HCID 86727587, compound

Participants

Reaction Steps

To a solution of (R)-7-(2-fluoro-phenyl)-4-methyl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one (2.4 g, 7.71 mmol) in TFA (20 mL) was added NBS (1.37 g, 7.71 mmol) in portions. The reaction mixture was stirred at ambient temperature for 3 h then concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluting with 10-50% EtOAc in petroleum ether) to give (R)-6-bromo-7-(2-fluoro-phenyl)-4-methyl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one (2.2 g, 73%) as a colorless solid. 1H NMR (400 MHz, CDCl3) δ 8.23 (brs, 1H), 7.45-7.36 (m, 1H), 7.30-7.11 (m, 5H), 6.99 (s, 1H), 4.74-4.69 (m, 1H), 4.69-4.55 (m, 2H), 1.58 (d, J=6.8 Hz, 3H).

Provenance & Evidence