Water → 4,6-Bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamide

HRID 2376743노트

반응식

HRID 2376743 반응식
[OH-].[K+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:15]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)=[C:14]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[N:13]=[C:12]3[NH:29][N:30]=[C:31]([C:32]#[N:33])[C:11]=23)=[CH:6][CH:5]=1.O.CC[O:37]C(C)=O>CC(O)(C)C>[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:15]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)=[C:14]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[N:13]=[C:12]3[NH:29][N:30]=[C:31]([C:32]([NH2:33])=[O:37])[C:11]=23)=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 178510687HCID 178510687, 화합물

생성물 1

HCID 1785138434,6-Bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxamide수율 28%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

A solution of KOH (0.07 g, 1.3 mmol) in tBuOH (2.5 mL) was added under argon atmosphere to 4,6-bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile (0.05 g, 0.1 mmol, obtained in example 65) and heated to reflux overnight. Water and EtOAc were added and the phases were separated. The aqueous phase was extracted with EtOAc. The combined organic phases were dried over Na2SO4 and concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford 15 mg of the title compound in solid form (yield: 28%)

후처리

  1. temperatureheated
  2. temperatureto reflux overnight
  3. customthe phases were separated
  4. extractionThe aqueous phase was extracted with EtOAc
  5. dry with materialThe combined organic phases were dried over Na2SO4
  6. concentrationconcentrated to dryness
  7. customThe crude product obtained
  8. customwas purified by chromatography on silica gel
  9. temperatureof increasing polarity as eluent

출처 및 근거

ORD 기록
ord-5130d01e09ca482f8a8c8a86e87a4842
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468376B2

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