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

HRID 217972노트

반응식

HRID 217972 반응식
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

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 13862289Fluoromethyl 4-methylbenzenesulfonateHCID 178498852HCID 178498852, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-44b5b74baca348a78963953d6cc0283d
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198269B2

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