Water → HCID 59635660, 화합물

HRID 470557노트

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HRID 470557 반응식
[CH3:1][O:2][C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5]Br.[Br:10][C:11]1[CH:16]=[CH:15][NH:14][C:13](=[O:17])[CH:12]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:1][O:2][C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5][N:14]1[CH:15]=[CH:16][C:11]([Br:10])=[CH:12][C:13]1=[O:17]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 8171154-Bromo-2-hydroxypyridineHCID 19604604methyl 3-bromo-2,2-dimethylpropanoate

생성물 1

HCID 59635660HCID 59635660, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

3-Bromo-2,2-dimethyl-propionic acid methyl ester (0.75 g) was added to a mixture of 4-bromo-1H-pyridin-2-one (0.55 g) and potassium carbonate (0.75 g) in N,N-dimethylformamide (10 mL) at room temperature. The mixture was heated to 60° C. and stirred at this temperature overnight. After stirring at 80° C. for another 8 h, the mixture was cooled to room temperature and water was added. The resultant mixture was extracted with ethyl acetate and the combined organic extracts were washed with brine and dried (MgSO4). The solvent was evaporated and the residue was purified by chromatography on silica gel (cyclohexane/ethyl acetate 4:1) to afford the title compound; 3-(4-bromo-pyridin-2-yloxy)-2,2-dimethyl-propionic acid methyl ester (0.35 g) was also obtained from this reaction. Yield: 0.29 g (32% of theory); Mass spectrum (ESI+): m/z=288/300 (Br) [M+H]+.

후처리

  1. stirringAfter stirring at 80° C. for another 8 h
  2. temperaturethe mixture was cooled to room temperature
  3. extractionThe resultant mixture was extracted with ethyl acetate
  4. washthe combined organic extracts were washed with brine
  5. dry with materialdried (MgSO4)
  6. customThe solvent was evaporated
  7. customthe residue was purified by chromatography on silica gel (cyclohexane/ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-fc5a56591c284b8bb1598b6c76eca45b
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629138B2

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