Cesium carbonate → 1-[4-[4-(cis-2,6-Dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]ethanone
反応式
C(=O)([O-])[O-].[Cs+].[Cs+].C1(P(C2C=CC=CC=2)C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:53][C@H:54]1[O:59][C@@H:58]([CH3:60])[CH2:57][NH:56][CH2:55]1.[C:61]([N:64]1[CH2:69][CH2:68][N:67]([C:70]2[CH:75]=[CH:74][C:73](OS(C(F)(F)F)(=O)=O)=[CH:72][CH:71]=2)[CH2:66][CH2:65]1)(=[O:63])[CH3:62]>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O>[CH3:60][C@H:58]1[O:59][C@@H:54]([CH3:53])[CH2:55][N:56]([C:73]2[CH:72]=[CH:71][C:70]([N:67]3[CH2:66][CH2:65][N:64]([C:61](=[O:63])[CH3:62])[CH2:69][CH2:68]3)=[CH:75][CH:74]=2)[CH2:57]1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 3
反応条件
- 温度
- 100 °C
実験手順
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).
後処理
- temperatureAfter cooling to room temperature
- customThe resulting precipitates
- filtrationwere filtered
- washwashed with water
- customdried
- customThe residue was purified by silica gel chromatography (50:1 dichloromethane-methanol elution)
出典と根拠
- ORDレコード
- ord-2d61acc017724fe8bd01341a3c90d68a
- 出典データセット
- uspto-grants-2005_04
- 特許番号
- US06884868B1
反応ノート
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