Fumaric Acid → HCID 86646955, compound

Participants

Reaction Steps

A solution of 4-amino-5-(3-fluoro-4-{[(6-methylpyridin-2-yl)carbamoyl]amino}phenyl)-N-(2,2,2-trifluoroethyl)pyrrolo[2,1-f][1,2,4]triazine-6-carboxamide (8.0 g) in THF (800 mL) was heated until dissolution took place (up to 80° C.). The reaction mixture was cooled to it and fumaric acid (1.38 g, 11.9 mmol) was added. The mixture was left to stir for 16 h. The solid was filtered using a 0.2 uM membrane filter. The solid was dried to give 6.35 g (71%) of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 9.95 (s, 1H), 8.68 (t, 1H), 8.35 (t, 1H), 8.23 (s, 1H), 7.95 (s, 1H), 7.65 (t, 1H), 7.32 (d, 1H), 7.17 (d, 1H), 7.05 (bd, 1H), 6.95 (d, 1H), 6.61 (s, 1H), 3.98 (m, 2H), 2.54 (s, 3H); ES-MS m/z 503.30 (MH)+, HPLC RT (Method A) 2.63 min. DSC mp.=229.54° C. Anal. Calc'd for C22H18F4N8O2.0.5(C4H4O4): C, 51.43%; H, 3.60%; F, 13.56%; N, 19.99%; O, 11.42%; Found: C, 50.90%; H, 3.78%; N, 19.67%.

Provenance & Evidence