Potassium Carbonate → HCID 86685263、化合物

HRID 402758ノート

反応式

HRID 402758 の反応式
C(=O)([O-])[O-].[K+].[K+].Br[C:8]1[C:9]([CH:14]=[O:15])=[N:10][N:11]([CH3:13])[CH:12]=1.[F:16][C:17]1[C:22]([F:23])=[C:21]([F:24])[CH:20]=[CH:19][C:18]=1B(O)O.C(=O)([O-])O.[Na+]>CCO.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:13][N:11]1[CH:12]=[C:8]([C:20]2[CH:19]=[CH:18][C:17]([F:16])=[C:22]([F:23])[C:21]=2[F:24])[C:9]([CH:14]=[O:15])=[N:10]1

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 516892Sodium BicarbonateHCID 27355954-bromo-1-methyl-1H-pyrazole-3-carbaldehydeHCID 27832802,3,4-Trifluorobenzeneboronic acid

生成物 1

HCID 86685263HCID 86685263、化合物

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

Potassium carbonate (0.418 mL, 0.836 mmol), Pd(OAc)2 (2.82 mg, 0.013 mmol) was added to a stirred, room temperature mixture of 4-bromo-1-methyl-1H-pyrazole-3-carbaldehyde (79 mg, 0.418 mmol) and (2,3,4-trifluorophenyl)boronic acid (96 mg, 0.543 mmol) in EtOH (0.7 mL) and the mixture was stirred at 90° C. for 24 hours. The mixture was cooled, aqueous sodium hydrogen carbonate (saturated, 10 mL) was added and the mixture was extracted with ethyl acetate (2×15 mL). The combined organic fractions were washed with water, dried (MgSO4) and filtered. The solvent was evaporated under reduced pressure to give the crude intermediate which was used in the next step.

後処理

  1. temperatureThe mixture was cooled
  2. extractionthe mixture was extracted with ethyl acetate (2×15 mL)
  3. washThe combined organic fractions were washed with water
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-23329ba69ccb41e29264933d269a1e57
出典データセット
uspto-grants-2014_06
特許番号
US08742110B2

反応ノート

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