反応式
Br[CH2:2][C:3]([C:5]1[C:6]([F:20])=[C:7]2[O:11][C:10]([CH:12]3[CH2:14][CH2:13]3)=[N:9][C:8]2=[C:15]([C:18]#[N:19])[C:16]=1[CH3:17])=O.C(=O)([O-])[O-].[Cs+].[Cs+].[C:27]([NH2:30])(=[S:29])[CH3:28]>C1(C)C=CC=CC=1>[CH:12]1([C:10]2[O:11][C:7]3[C:8](=[C:15]([C:18]#[N:19])[C:16]([CH3:17])=[C:5]([C:3]4[N:30]=[C:27]([CH3:28])[S:29][CH:2]=4)[C:6]=3[F:20])[N:9]=2)[CH2:14][CH2:13]1参加物
反応条件
- 温度
- 100 °C
実験手順
6-(2-Bromoacetyl)-2-cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile (I-79) (39.98 g, 28.6 mmol) was dissolved in toluene (270 ml), then cesium carbonate (13.02 g, 39.90 mmol) and thioacetamide (2.58 g, 34.28 mmol) were added, followed by stirring at 100° C. for 6 hours under nitrogen atmosphere. The reaction liquid was cooled, the insoluble matter was separated by filtration through Celite, ethyl acetate was added to the filtrate, followed by washing with water and saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure. The resulting residue was recrystallized and purified with n-hexane/ethyl acetate to obtain the entitled compound (3.96 g, 44%) as a white solid.
後処理
- customThe reaction liquid
- temperaturewas cooled
- customthe insoluble matter was separated by filtration through Celite, ethyl acetate
- additionwas added to the filtrate
- washby washing with water and saturated brine
- dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
- customthe solvent was evaporated away under reduced pressure
- customThe resulting residue was recrystallized
- custompurified with n-hexane/ethyl acetate
出典と根拠
- ORDレコード
- ord-f02d5e1c41b3406881161b6fbf955e13
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07737166B2
関連ノート
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