Hydrochloric Acid → 4-(4-Bromo-2-fluoro-phenylamino)-1H-indazole-5-carboxylic acid (2-hydroxy-ethoxy)-amide

Participants

Reaction Steps

To a solution of 4-(4-bromo-2-fluorophenylamino)-1H-indazole-5-carboxylic acid (2-vinyloxy-ethoxy)-amide (96 mg, 0.22 mmol) in methanol (5 mL) was added hydrochloric acid (1 mL, 1N, 1 mmol). The reaction was stirred at room temperature for 30 minutes before being concentrated in vacuo. The resultant residue was dissolved in methanol (2 mL) and a few drops of water added causing the product to precipitate. The product was collected by filtration and dried in vacuo to yield the title compound as an off white solid (50 mg, 55%). LCMS (Method A): RT=7.99 min, [M+H]+=409/411. 1H NMR (DMSO-d6, 400 MHz) 13.20 (1H, s), 11.61 (1H, s), 9.95 (1H, s), 7.58 (1H, dd, J=10.48, 2.24 Hz), 7.47 (1H, d, J=8.77 Hz), 7.29 (1H, ddd, J=8.60, 2.21, 1.05 Hz), 7.23 (1H, s), 7.08 (1H, t, J=8.81 Hz), 7.01 (1H, d, J=8.81 Hz), 4.68 (1H, s), 3.86 (2H, t, J=4.95 Hz), 3.56 (3H, s).

Provenance & Evidence