HCID 18468148, compound → HCID 18468208, compound

Participants

Reaction Steps

A solution of N-(4-Bromo-2-fluoro-benzyl)-4-fluoro-2-methoxy-5-morpholin-4yl-benzamide (0.94 g, 24.1 mmol) in a 25% HBr/AcOH solution (25 mL) was heated to 100° C. for 6 h, cooled to room temperature and extracted with ethyl acetate. The crude product was filtered through a short pad of silica and concentrated to give the solid N-(4-bromo-2-fluoro-benzyl)-4-fluoro-2-hydroxy-5-morpholin-4-yl-benzamide (0.8 g, 88%): 1H NMR (DMSO-d6 300 MHz) δ 12.4 (s, 1 H), 9.34 (br s, 1 H), 8.12 (s, 1 H), 8.05 (d, J=8.1 Hz, 1 H), 7.72 (d, J=4.5 Hz, 1 H), 7.56 (t, J=8.1 Hz, 1 H), 7.47 (d, J=9.6 Hz, 1 H), 6.69 (d, J=13.2 Hz, 1 H), 4.56 (d, J=6 Hz, 2 H), 3.65 (br d, J=3 Hz, 4 H), 2.84 (br d, J=3 Hz, 4 H).

Provenance & Evidence