Potassium Carbonate → HCID 178468630, 화합물

HRID 570130

반응식

HRID 570130 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([OH:13])[NH:10][N:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].CS(O[CH2:25][C:26](=[O:28])[CH3:27])(=O)=O>CN(C=O)C.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[C:11]([O:13][CH2:25][C:26]([CH3:27])=[O:28])[NH:10][N:9]=2)=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 1467542-Propanone, 1-((methylsulfonyl)oxy)-HCID 1785156243-(4-fluorophenyl)-1H-pyrazol-5-ol

생성물 1

HCID 178468630HCID 178468630, 화합물수율 38.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
30 °C

실험 절차

To a solution of 3-(4-fluorophenyl)-1H-pyrazol-5-ol (5 g, 28 mmol) in DMF (50 ml), potassium carbonate (7.7 g, 56 mmol) was added and the mixture was stirred for 30 min at 30° C. Thereafter, 2-oxopropyl methanesulfonate (4.7 g 30 mmol) was added drop wise and the reaction mixture was heated at 60° C. for 16 h. After completion, the crude was diluted with ethyl acetate (200 ml) and washed with water (3×500 ml). The organic layer was washed with brine, dried over sodium sulphate and evaporated under reduced pressure to get the crude which was then purified by column chromatography with silica gel (100-200 mesh) eluted with 10-25% ethyl acetate in hexane as eluent to get compound 1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone (2.5 g, yield 38%). MS (ESI): 231.0 ([M+H]+)

후처리

  1. temperaturethe reaction mixture was heated at 60° C. for 16 h
  2. washwashed with water (3×500 ml)
  3. washThe organic layer was washed with brine
  4. dry with materialdried over sodium sulphate
  5. customevaporated under reduced pressure
  6. customto get the crude which
  7. customwas then purified by column chromatography with silica gel (100-200 mesh)
  8. washeluted with 10-25% ethyl acetate in hexane as eluent

출처 및 근거

ORD 기록
ord-9189262d325247d4b4b9b6b3406dce81
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09023844B2

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