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Ethyl 5-benzylamino-6,7-difluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate → Ethyl 5-amino-6,7-difluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate

HRID 561181
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HRID 561181 반응식
C([NH:8][C:9]1[C:18]([F:19])=[C:17]([F:20])[CH:16]=[C:15]2[C:10]=1[C:11](=[O:32])[C:12]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:13][N:14]2[CH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)C1C=CC=CC=1>CC(O)=O.[Pd]>[NH2:8][C:9]1[C:18]([F:19])=[C:17]([F:20])[CH:16]=[C:15]2[C:10]=1[C:11](=[O:32])[C:12]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:13][N:14]2[CH:21]1[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1
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참가 물질

4

반응물 1

HCID 59003006Ethyl 5-benzylamino-6,7-difluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate

생성물 1

HCID 59002859Ethyl 5-amino-6,7-difluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate수율 86.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

To a suspension of ethyl 5-benzylamino-6,7-difluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate (112 mg, 0.252 mmol) in AcOH (5 mL), was added 10% Pd—C (11.2 mg), the whole mixture was stirred at room temperature for 4 h under H2 atmosphere (1 atm). After insoluble materials were filtered off, the filtrate was concentrated in vacuo. Flash chromatography of the residue (EtOAc) gave ethyl 5-amino-6,7-difluoro-1,4-dihydro-4-oxo-1-(tetrahydropyran-4-yl)-3-quinolinecarboxylate (76.5 mg, 86%) as pale yellow powder.

후처리

  1. filtrationAfter insoluble materials were filtered off
  2. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-3ce480d63c984a3db0a71db35ff5fdf6
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08063221B2

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