反応式
[Br:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.C/C(/O[Si](C)(C)C)=N\[Si](C)(C)C.[F:22][C:23]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[C:24]=1[CH2:25]Br>ClC(Cl)C>[Br:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[N:6]([CH2:25][C:24]2[C:27]([C:31]([F:32])([F:34])[F:33])=[CH:28][CH:29]=[CH:30][C:23]=2[F:22])[CH:7]=1参加物
実験手順
A suspension of 5-bromouracil (31.0 g) in 300 mL of dichloroethane is treated with N,O-bis(trimethylsilyl)acetamide (80 mL). The reaction mixture is heated under nitrogen. The solution is cooled to ambient temperature, 2-fluoro-6-(trifluoromethyl)benzyl bromide (50 g) is added and the reaction mixture is heated overnight under the nitrogen. The reaction is cooled, quenched with MeOH, and partitioned between dichloromethane and water. The organic layer is washed with brine, dried (sodium sulfate), and evaporated to give a solid. The crude product is triturated with ether, filtered, and washed with ether three times providing 40.7 g of 5-bromo-1-[2-fluoro-6-(trifluoromethyl)benzyl]pyrimidine-2,4(1H,3H)-dione 1a. MS (CI) m/z 366.0, 368.0 (MH+).
後処理
- temperatureThe reaction mixture is heated under nitrogen
- temperaturethe reaction mixture is heated overnight under the nitrogen
- temperatureThe reaction is cooled
- customquenched with MeOH
- custompartitioned between dichloromethane and water
- washThe organic layer is washed with brine
- dry with materialdried (sodium sulfate)
- customevaporated
- customto give a solid
- customThe crude product is triturated with ether
- filtrationfiltered
- washwashed with ether three times
出典と根拠
- ORDレコード
- ord-45e8108ce62d41019470115434dd149b
- 出典データセット
- uspto-grants-2007_06
- 特許番号
- US07229995B2
関連ノート
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