反应详情

温度

85 °C

(7-Bromo-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-[4-(4-methyl-piperazin-1-yl)-phenyl]-amine (88 mg, 0.23 mmol), 3H-Benzo[c][1,2]oxaborol-1-ol (74 mg, 0.56 mmol), Cesium Carbonate (192 mg, 0.589 mmol) and Bis(tri-tert-butylphosphine)palladium (18 mg, 0.035 mmol) were placed in a vial. N,N-Dimethylformamide (4.0 mL, 52 mmol) was added to the mixture, which was “degassed” under vacuum with cooling on dry ice. The mixture was then heated in an 85° C. block under an atmosphere of Nitrogen for 2 h, then conc. in vacuo. The residue was purified on ISCO (24 g load cartridge with DCM:MeOH, then dried; 12 g column, 0-15% MeOH:DCM) to afford (2-{2-[4-(4-Methyl-piperazin-1-yl)-phenylamino]-pyrrolo[2,1-f][1,2,4]triazin-7-yl}-phenyl)-methanol (71 mg; Yield=75%) as an orange foam. LCMS (HPLC): 0.75 min, 415 (M+H); 1H-NMR (DMSO-d6): 9.18 (s, 1H), 8.94 (s, 1H), 7.68 (d, 1H, J=7.5 Hz), 7.63 (d, 1H, J=7.5 Hz), 7.48 (m, 3H), 7.43 (m, 1H), 6.92 (d, 1H, J=4.5 Hz), 6.88 (d, 1H, J=4.5 Hz), 6.74 (d, 2H, J=9.0 Hz), 5.11 (t, 1H, J=5.3 Hz), 4.45 (d, 2H, J=5.3 Hz), 3.01 (m, 4H), 2.44 (m, 4H), 2.22 (s, 3H).

1. customdegassed” under vacuum
2. temperaturewith cooling on dry ice
3. customThe residue was purified on ISCO (24 g load cartridge with DCM
4. dry with materialMeOH, then dried