反应详情

温度

120 °C

To a 25 mL round-bottomed flask were added 4-(2-fluoropyridin-3-yl)morpholine (0.523 g, 2.87 mmol), 4-aminophenol (0.451 g, 2.88 mmol), cesium carbonate (1.18 g, 3.45 mmol) and DMSO (5 mL). The reaction mixture was heated at 120° C. for 8 h. After cooling to room temperature, the reaction mixture was filtered through SCX cartridges, and rinsed with DCM, MeOH, and 2.0 ammonia in MeOH. The ammonia rinses were combined and concentrated. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Biotage pre-packed silica gel column (40M), eluting with a gradient of 1% to 5% MeOH in CH2Cl2, to provide 4-(3-morpholinopyridin-2-yloxy)benzenamine. MS: [M+1]=272.1

1. temperatureAfter cooling to room temperature
2. filtrationthe reaction mixture was filtered through SCX cartridges
3. washrinsed with DCM, MeOH, and 2.0 ammonia in MeOH
4. concentrationconcentrated
5. customchromatographed through a Biotage pre-packed silica gel column (40M)
6. washeluting with a gradient of 1% to 5% MeOH in CH2Cl2