Water → 2-Pyrazinecarboxylic acid, 5-(fluoromethoxy)-, methyl ester

HRID 217972ノート

反応式

HRID 217972 の反応式
C1(C)C=CC(S([O:10][CH2:11][F:12])(=O)=O)=CC=1.C(=O)([O-])[O-].[Cs+].[Cs+].O[C:21]1[N:22]=[CH:23][C:24]([C:27]([O:29][CH3:30])=[O:28])=[N:25][CH:26]=1.O>CN(C)C=O>[F:12][CH2:11][O:10][C:21]1[N:22]=[CH:23][C:24]([C:27]([O:29][CH3:30])=[O:28])=[N:25][CH:26]=1

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 13862289Fluoromethyl 4-methylbenzenesulfonateHCID 178498852HCID 178498852、化合物

生成物 1

HCID 574756772-Pyrazinecarboxylic acid, 5-(fluoromethoxy)-, methyl ester収率 11.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

Fluoromethyl toluene-4-sulfonate (Journal of Labelled Compounds & Radiopharmaceuticals, 46 (6), 555-566; 2003) (344 mg) and cesium carbonate (824 mg) were added to a solution of methyl 5-hydroxypyrazine-2-carboxylate (130 mg) in N,N-dimethylformamide (2.0 mL). The reaction solution was stirred at 70° C. for five hours and 30 minutes and then cooled to room temperature. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was concentrated under reduced pressure. The residue was purified by NH-silica gel column chromatography to obtain the title compound (18.0 mg).

後処理

  1. temperaturecooled to room temperature
  2. extractionfollowed by extraction with ethyl acetate
  3. concentrationThe organic layer was concentrated under reduced pressure
  4. customThe residue was purified by NH-silica gel column chromatography

出典と根拠

ORDレコード
ord-44b5b74baca348a78963953d6cc0283d
出典データセット
uspto-grants-2012_06
特許番号
US08198269B2

反応ノート

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