Oxalic Acid → HCID 66786553, compound

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Reaction Steps

To 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 (100 mg, 0.2 mmol) in THF (5 mL) was added 1M solution of oxalic acid (0.2 mL, 0.2 mmol, 225 mg was dissolved in 2.5 mL of THF to make a 1M solution) and the mixture was stirred at rt for 16 h. The solid was filtered using a 0.2 uM membrane filter, dried in high vacuum oven to give (60 mg, 51%) of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 9.95 (s, 1H), 8.60 (t, 1H), 8.36 (t, 1H), 8.21 (s, 1H), 7.94 (s, 1H), 7.66 (t, 1H), 7.30 (d, 1H), 7.11 (d, 1H), 6.96 (bd, 1H), 6.89 (d, 1H), 3.98 (m, 2H), 2.50 (s, 3H); ES-MS m/z 503.30 (MH)+, HPLC RT (Method A) 2.64 min. DSC mp.=210.36° C. Anal. Calcd for C22H18F4N8O2: C2H2O4: C, 48.66%; H, 3.40%; N, 18.91%. Found: C, 48.62%; H, 3.24%; N 18.69%.

Provenance & Evidence