4-Methylmorpholine → HCID 59232053, compound

Participants

Reaction Steps

A mixture of 4-amino-5-{4-[({[6-(trifluoromethyl)pyridin-2-yl]amino}carbonyl)amino]phenyl}pyrrolo[2,1-f][1,2,4]triazine-7-carboxylic acid (30.0 mg, 0.066 mmol), 2,2,2-trifluoroethylamine (32.5 mg, 0.33 mmol), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (58.0 mg, 0.13 mmol), and 4-methylmorpholine (13.3 mg, 0.13 mmol) in DMF (2 mL) was stirred at rt overnight. The crude reaction mixture was purified directly by HPLC using a gradient of 30-90% MeCN in water to afford 16.4 mg (36%) of the title compound as a white solid. 1H-NMR (DMSO-d6) δ 9.88 (s, 1 H), 9.73 (s, 1 H), 9.40 (t, J=6.6 Hz, 1 H), 8.34 (bs, 1 H), 8.18 (s, 1 H), 8.05 to 7.98 (m, 2 H), 7.58 (d, J=8.6. Hz, 2 H), 7.51-7.49 (m, 1 H), 7.44 (d, J=8.7 Hz, 2 H), 7.24 (s, 1H), 5.94 (bs, 1 H), 4.33-4.24 (m, 2 H); MS [M+H]+=539.0; LCMS RT=3.24 min.

Provenance & Evidence