Potassium Carbonate → HCID 86685263, 화합물

HRID 402758노트

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HRID 402758 반응식
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

참가 물질

7

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

생성물 1

HCID 86685263HCID 86685263, 화합물

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 702Ethanol용매

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온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-23329ba69ccb41e29264933d269a1e57
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742110B2

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