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4-(1-tert-butyl-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide → 4-(4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide

HRID 2206138
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HRID 2206138 반응식
C([N:5]1[C:13]2[CH:12]=[CH:11][NH:10][C:9](=[O:14])[C:8]=2[C:7]([C:15]2[CH:16]=[C:17]([C:20]([NH2:22])=[O:21])[S:18][CH:19]=2)=[N:6]1)(C)(C)C>FC(F)(F)C(O)=O.O>[O:14]=[C:9]1[C:8]2[C:7]([C:15]3[CH:16]=[C:17]([C:20]([NH2:22])=[O:21])[S:18][CH:19]=3)=[N:6][NH:5][C:13]=2[CH:12]=[CH:11][NH:10]1
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참가 물질

4

반응물 1

HCID 1370105934-(1-tert-butyl-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide

생성물 1

HCID 1370107094-(4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide수율 61.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6422Trifluoroacetic acid용매

실험 절차

4-(1-tert-Butyl-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide (475 mg) obtained in Example 129 was dissolved in a mixed solvent of trifluoroacetic acid (60 mL)/water (6 mL), and the mixture was heated with reflux at 24 hr. The reaction mixture was allowed to be cooled to room temperature, and concentrated under reduced pressure. The residue was extracted with ethyl acetate and saturated aqueous sodium hydrogencarbonate solution, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was crystallized from DMF-ethyl acetate, and dried in vacuum to give the title compound (240 mg).

후처리

  1. temperaturethe mixture was heated
  2. temperaturewith reflux at 24 hr
  3. concentrationconcentrated under reduced pressure
  4. extractionThe residue was extracted with ethyl acetate and saturated aqueous sodium hydrogencarbonate solution
  5. washthe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe obtained residue was crystallized from DMF-ethyl acetate
  10. customdried in vacuum

출처 및 근거

ORD 기록
ord-f52cbce8ff3c4b1eb661a7a195eb8bb8
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09371320B2

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