Cesium carbonate → 1-[4-[4-(cis-2,6-Dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]ethanone

Temperature

100 °C

To a mixture of cesium carbonate (25.32 g), palladium(II) acetate (0.624 g) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (2.59 g) in toluene (110 ml) was successively added cis-2,6-dimethylmorpholine (8.21 ml) and trifluoromethanesulfonic acid 4-(4-acetylpiperazin-1-yl)phenyl ester (20 g) in stream of nitrogen. The mixture was stirred at ambient temperature for 30 minutes and at 100° C. for further 12 hours. After cooling to room temperature, water was added to the reaction mixture. The resulting precipitates were filtered, washed with water and dried. The residue was purified by silica gel chromatography (50:1 dichloromethane-methanol elution) to give 1-[4-[4-(cis-2,6-dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]ethanone (7.78 g).

1. temperatureAfter cooling to room temperature
2. customThe resulting precipitates
3. filtrationwere filtered
4. washwashed with water
5. customdried
6. customThe residue was purified by silica gel chromatography (50:1 dichloromethane-methanol elution)

ORD record

ord-2d61acc017724fe8bd01341a3c90d68a

Source dataset

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06884868B1