反应详情

温度

140 °C

3-Cyano-4-fluorophenyl-boronic acid pinacol ester (250 mg, 1.01 mmol) was dissolved in NMP (4 mL). Pyrrolidine (415 μL, 5.05 mmol) was added and the mixture heated at 140° C. in the microwave (300 W, stirring) for 5 minutes. The reaction was repeated 14 more times. The 15 reaction mixtures were combined and the solvent evaporated in vacuo (Genevac™). The residue was dissolved in EtOAc (200 mL) and the solution washed with saturated brine solution (2×75 mL). The organic phase was dried (MgSO4), filtered and the solvent evaporated in vacuo. The crude product was purified by flash column chromatography (40-63 mesh silica gel, 90% isohexane-EtOAc) to provide the title compound as an off-white solid (2.84 g, 63%); LC-MS, Rt=3.33 min (MeOH-FA method), m/z 298 (MH+).

1. customThe 15 reaction mixtures
2. customthe solvent evaporated in vacuo (Genevac™)
3. dissolutionThe residue was dissolved in EtOAc (200 mL)
4. washthe solution washed with saturated brine solution (2×75 mL)
5. dry with materialThe organic phase was dried (MgSO4)
6. filtrationfiltered
7. customthe solvent evaporated in vacuo
8. customThe crude product was purified by flash column chromatography (40-63 mesh silica gel, 90% isohexane-EtOAc)