反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][OH:9])=[N:6][CH:7]=1.C(N(CC)CC)C.CS(Cl)(=O)=O.C(=O)([O-])[O-].[K+].[K+].[F:28][C:29]1[CH:41]=[C:40](O)[C:39]([F:43])=[CH:38][C:30]=1[C:31]([NH:33][S:34]([CH3:37])(=[O:36])=[O:35])=[O:32]>ClCCl.CS(C)=O.O>[CH2:5]([NH:6][CH2:7][CH3:2])[CH3:4].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][O:9][C:40]2[C:39]([F:43])=[CH:38][C:30]([C:31]([NH:33][S:34]([CH3:37])(=[O:36])=[O:35])=[O:32])=[C:29]([F:28])[CH:41]=2)=[N:6][CH:7]=1参加物
反応物 5
生成物 1
試薬・触媒・溶媒 3
実験手順
To a solution of (5-chloropyridin-2-yl)methanol (15 mg, 0.105 mmol), in dichloromethane (5 mL) and triethylamine (0.02 mL, 0.157 mmol) was added methanesulfonyl chloride (0.01 mL, 0.115 mmol). The reaction was stirred at room temperature for 2 hours. The solvent was removed in vacuo to afford a residue, which was taken up in DMSO (5 mL). Potassium carbonate (43 mg, 0.315 mmol) was added, followed by 2,5-difluoro-4-hydroxy-N-(methylsulfonyl)benzamide (Preparation 110, 29 mg, 0.115 mmol) and the reaction was heated to 50° C. overnight. The reaction mixture was cooled to room temperature, diluted with water (10 mL) and extracted with ethyl acetate (3×10 mL). The combined organic layers were dried over sodium sulphate, filtered and concentrated in vacuo. The resulting residue was purified by preparative HPLC to afford the title compound.
後処理
- customThe solvent was removed in vacuo
- customto afford a residue, which
- temperaturethe reaction was heated to 50° C. overnight
- temperatureThe reaction mixture was cooled to room temperature
- extractionextracted with ethyl acetate (3×10 mL)
- dry with materialThe combined organic layers were dried over sodium sulphate
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe resulting residue was purified by preparative HPLC
出典と根拠
- ORDレコード
- ord-3f891cc096084a35aafa378cfe49e8d8
- 出典データセット
- uspto-grants-2015_08
- 特許番号
- US09102621B2
関連ノート
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