Potassium Carbonate → HCID 178468630、化合物

HRID 570130

反応式

HRID 570130 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 178468630HCID 178468630、化合物収率 38.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
30 °C

実験手順

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]+)

後処理

  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

出典と根拠

ORDレコード
ord-9189262d325247d4b4b9b6b3406dce81
出典データセット
uspto-grants-2015_05
特許番号
US09023844B2

関連ノート

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