Hydrogen Bromide → HCID 136338343, compound

Participants

Reaction Steps

To a solution of 6-fluoro-3-methyl-7-(methyloxy)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (19.5 g, 51.4 mmol) in acetic acid (50 mL) was added hydrobromic acid (140 mL, 2.57 mol) slowly. The resulting mixture was heated to reflux for 5 days. The mixture was cooled to room temperature, diluted with water and filtered. The filter cake was washed with water and air dried to afford 6-fluoro-7-hydroxy-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (18.57 g, 99% yield). 1H NMR (400 MHz, DMSO-d6) δ14.27 (br. s., 1H), 11.04 (s, 1H), 7.90-7.95 (m, 2H), 7.87 (d, J=7.78 Hz, 1H), 7.76 (t, J=7.65 Hz, 1H), 7.50 (d, J=2.76 Hz, 1H), 7.47 (s, 1H), 2.34 (s, 3H); MS (m/z) 366.0 (M+H+).

Provenance & Evidence