Sulfuric Acid → HCID 131729418, compound

Participants

Reaction Steps

To a solution of (4-{4-[({3-tert-butyl-1-[3-(hydroxymethyl)phenyl]-1H-pyrazol-5-yl}carbamoyl)amino]-3-fluorophenoxy}-N-methylpyridine-2-carboxamide, 400 mg, 0.751 mmol) in acetone (5 mL) was dropwise added a solution of sulfuric acid (500 mg, 5.1 mmol) in ethyl acetate (5 mL) The precipitate that formed was filtered and washed with acetone, followed by hexane to give the desired product salt as a crystalline white powder (460 mg, 97%). MS m/z 533.4 (M+H)+; calcd. mass 532. Retention time (LC-MS): 3.20 min. 1H-NMR (DMSO-d6): δ 9.02 (m, 1H); 8.88 (m, 2H); 8.52 (d, J=6.0 Hz, 1H); 8.22 (m, 1H); 7.50 (m, 2H); 7.42 (m, 1H); 7.37 (m, 2H); 7.32 (m, 1H); 7.19 (m, 1H); 7.05 (m, 1H); 6.39 (s, 1H); 4.57 (s, 2H); 2.78 (m, 3H); 1.26 (s, 9H).

Provenance & Evidence