HCID 59232009, compound → HCID 59232216, compound

Participants

Reaction Steps

To a stirred solution of 1-[4-(4-amino-7-formylpyrrolo[2,1-f][1,2,4]triazin-5-yl) -2-fluorophenyl]-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea (450 mg, 0.95 mmol) dissolved in THF (10 mL), was added vinyl magnesium bromide (9.45 mL, 9.45 mmol, 1.0 M in THF) at rt. The reaction was allowed to stir for 1 hr and then quenched with MeOH (1 mL). The mixture was partitioned between EtOAc (250 mL) and saturated aq. Na2CO3 (100 mL). The organic phase was washed with brine (100 mL), dried (Na2SO4), and concentrated to dryness. Trituration with Et2O afforded 300 mg (63%) of the desired product. 1H-NMR (DMSO-d6) δ 8.65 (d, J=7.8 Hz, 1H), 8.27 (t, J=8.4 Hz, 1H), 7.85 (s, 1H), 7.36-7.27 (m, 5H), 7.13-7.07 (m, 1H), 6.90 (s, 1H), 6.70-6.60 (m, 1H), 4.29 (dd, J=1.5, 5.7 Hz, 1H); MS [M+H]+=505.2; LCMS RT=2.85 min.

Provenance & Evidence