Dimethyl Sulfoxide → 4'-[3-(3-Oxo-1-pyrrolidinyl)propoxy][1,1'-biphenyl]-4-carbonitrile
反応式
C(Cl)(=O)[C:2](Cl)=[O:3].CS(C)=[O:9].O[C@@H]1CCN(CCCO[C:21]2[CH:22]=[C:23]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:24]=[CH:25][C:26]=2[C:27]#[N:28])C1.[CH2:35]([N:37]([CH2:40][CH3:41])[CH2:38][CH3:39])[CH3:36]>C(Cl)Cl>[O:9]=[C:36]1[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][CH2:2][O:3][C:32]2[CH:31]=[CH:30][C:29]([C:23]3[CH:22]=[CH:21][C:26]([C:27]#[N:28])=[CH:25][CH:24]=3)=[CH:34][CH:33]=2)[CH2:35]1参加物
6
反応条件
- 温度
- 0 °C
実験手順
Oxalyl chloride (0.195 mmol) in dry CH2Cl2 (5 mL) under an atmosphere of nitrogen at −78° C. was treated with DMSO (0.39 mmol). After 15 minutes of stirring, the product from Example 153 was added and the mixture was stirred for another 15 minutes. Triethylamine (0.45 mmol) was added and the mixture was gradually allowed to warm to 0° C. The solution was partitioned between water (50 mL) and dichloromethane (50 mL). The organic layer was washed with brine (50 mL), dried over sodium sulfate and filtered. The filtrate was evaporated under reduced pressure and the residue purified by chromatography (CHCl3:MeOH:NH4OH, 9:1:0.1) to provide the title compound (60% yield).
後処理
- stirringthe mixture was stirred for another 15 minutes
- customThe solution was partitioned between water (50 mL) and dichloromethane (50 mL)
- washThe organic layer was washed with brine (50 mL)
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customThe filtrate was evaporated under reduced pressure
- customthe residue purified by chromatography (CHCl3:MeOH:NH4OH, 9:1:0.1)
出典と根拠
- ORDレコード
- ord-d34ed21d02754129aa632c71a094e0ce
- 出典データセット
- uspto-grants-2003_09
- 特許番号
- US06620839B2
反応ノート
読み込み中…