反应详情

温度

80 °C

The mixture of 4-(pyridin-2-ylamino)phenol (47 mg, 0.25 mmol), 1-(4-(3-fluoropyrazin-2-yl)piperidin-1-yl)ethanone (56 mg, 0.25 mmol), and cesium carbonate (123 mg, 0.376 mmol) in DMSO (0.85 mL) was heated at 80° C. for 20 h. The reaction mixture was partitioned between EtOAc and brine. The aqueous layer was back extracted with EtOAc (2×) and the combined organic layer was dried (Na2SO4) and concentrated. The crude material was purified by chromatography through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 0% to 100% EtOAc in hexane, then 3% MeOH in EtOAc, to provide 1-(4-(3-(4-(pyridin-2-ylamino)phenoxy)pyrazin-2-yl)piperidin-1-yl)ethanone as off-white solid. MS (ESI, pos. ion) m/z: 389.9 (M+1). IC50 (uM) 0.003589.

1. customThe reaction mixture was partitioned between EtOAc and brine
2. extractionThe aqueous layer was back extracted with EtOAc (2×)
3. dry with materialthe combined organic layer was dried (Na2SO4)
4. concentrationconcentrated
5. customThe crude material was purified by chromatography through a Redi-Sep pre-packed silica gel column (40 g)
6. washeluting with a gradient of 0% to 100% EtOAc in hexane