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Ethyl 1-cyclopentyl-6,7-difluoro-8-methoxy-5-nitro-1,4-dihydro-4-oxoquinoline-3-carboxylate → Ethyl 1-cyclopentyl-6,7-difluoro-8-methoxy-5-amino-1,4-dihydro-4-oxoquinoline-3-carboxylate

HRID 561100
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인쇄 미리보기

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HRID 561100 반응식
[CH:1]1([N:6]2[C:15]3[C:10](=[C:11]([N+:20]([O-])=O)[C:12]([F:19])=[C:13]([F:18])[C:14]=3[O:16][CH3:17])[C:9](=[O:23])[C:8]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1>CCO.CN(C=O)C.[Pd]>[CH:1]1([N:6]2[C:15]3[C:10](=[C:11]([NH2:20])[C:12]([F:19])=[C:13]([F:18])[C:14]=3[O:16][CH3:17])[C:9](=[O:23])[C:8]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1
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참가 물질

4

반응물 1

HCID 59003055Ethyl 1-cyclopentyl-6,7-difluoro-8-methoxy-5-nitro-1,4-dihydro-4-oxoquinoline-3-carboxylate

생성물 1

HCID 66999743Ethyl 1-cyclopentyl-6,7-difluoro-8-methoxy-5-amino-1,4-dihydro-4-oxoquinoline-3-carboxylate수율 91%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 19794673N,N-dimethylformamide ethanol용매

실험 절차

A solution of 16 (6.0 g, 15 mmol) in EtOH-DMF (4:1, v/v, 250 mL) was hydrogenated under atmospheric pressure over 10% Pd/C (600 mg) at room temperature overnight. The catalyst was removed by filtration over Celite and the filtrate was concentrated in vacuo to dryness to yield 17 (5.0 g, 90%) which was used crude in the next step.

후처리

  1. customThe catalyst was removed by filtration over Celite
  2. concentrationthe filtrate was concentrated in vacuo to dryness

출처 및 근거

ORD 기록
ord-6b90a713d00e4fb5b729b63a6866d860
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08063221B2

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