反応式
Br[CH2:2][C:3]1[C:17]([F:18])=[CH:16][C:6]([C:7]([NH:9][S:10]([N:13]([CH3:15])[CH3:14])(=[O:12])=[O:11])=[O:8])=[C:5]([F:19])[CH:4]=1.[Cl:20][C:21]1[CH:26]=[C:25]([OH:27])[CH:24]=[CH:23][C:22]=1[C:28]([F:31])([F:30])[F:29].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.ClCCl>[Cl:20][C:21]1[CH:26]=[C:25]([CH:24]=[CH:23][C:22]=1[C:28]([F:29])([F:30])[F:31])[O:27][CH2:2][C:3]1[C:17]([F:18])=[CH:16][C:6]([C:7]([NH:9][S:10]([N:13]([CH3:15])[CH3:14])(=[O:12])=[O:11])=[O:8])=[C:5]([F:19])[CH:4]=1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 2
実験手順
To a solution of 4-(bromomethyl)-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide (Preparation 1, 167 mg, 0.47 mmol) in dimethylsulfoxide (2 mL) was added 2-chloro-4-hydroxybenzotrifluoride (92 mg, 0.47 mmol) followed by addition of potassium carbonate (129 mg, 0.94 mmol). The reaction was left to stir at room temperature for 18 hours. The reaction was diluted with dichloromethane (20 mL) and washed with aqueous potassium hydrogen sulfate (5 mL). The organic phase was separated and the aqueous phase extracted with dichloromethane (2×20 mL). The combined organic layers were washed with brine (30 mL) and filtered through a phase separation cartridge. The solvent was removed under reduced pressure and the crude product purified by reverse phase preparative HPLC. The correct fractions were combined and reduced to dryness to afford the title compound as white solid (23 mg, 10%).
後処理
- waitThe reaction was left
- washwashed with aqueous potassium hydrogen sulfate (5 mL)
- customThe organic phase was separated
- extractionthe aqueous phase extracted with dichloromethane (2×20 mL)
- washThe combined organic layers were washed with brine (30 mL)
- filtrationfiltered through a phase separation cartridge
- customThe solvent was removed under reduced pressure
- customthe crude product purified by reverse phase preparative HPLC
出典と根拠
- ORDレコード
- ord-2a9cf24699f942f9afe515c5343ee0f8
- 出典データセット
- uspto-grants-2015_07
- 特許番号
- US09085517B2
関連ノート
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