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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Ethyl 7-bromo-1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylate → Ethyl 1-cyclopropyl-6-fluoro-8-methoxy-7-[2-(p-toluenesulfonyl)isoindolin-5-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylate

HRID 1584825
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인쇄 미리보기

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HRID 1584825 반응식
Br[C:2]1[C:11]([O:12][CH3:13])=[C:10]2[C:5]([C:6](=[O:22])[C:7]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8][N:9]2[CH:14]2[CH2:16][CH2:15]2)=[CH:4][C:3]=1[F:23].[C:24]1([CH3:55])[CH:29]=[CH:28][C:27]([S:30]([N:33]2[CH2:41][C:40]3[C:35](=[CH:36][CH:37]=[C:38]([Sn](CCCC)(CCCC)CCCC)[CH:39]=3)[CH2:34]2)(=[O:32])=[O:31])=[CH:26][CH:25]=1>C1(C)C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[CH:14]1([N:9]2[C:10]3[C:5](=[CH:4][C:3]([F:23])=[C:2]([C:37]4[CH:36]=[C:35]5[C:40](=[CH:39][CH:38]=4)[CH2:41][N:33]([S:30]([C:27]4[CH:28]=[CH:29][C:24]([CH3:55])=[CH:25][CH:26]=4)(=[O:32])=[O:31])[CH2:34]5)[C:11]=3[O:12][CH3:13])[C:6](=[O:22])[C:7]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2)[CH2:16][CH2:15]1
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참가 물질

5

반응물 2

HCID 15870853Ethyl 7-bromo-1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylateHCID 158708542-(p-Toluenesulfonyl)-5-tributylstannylisoindoline

생성물 1

HCID 15870843Ethyl 1-cyclopropyl-6-fluoro-8-methoxy-7-[2-(p-toluenesulfonyl)isoindolin-5-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylate

시약·촉매·용매 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium
촉매
HCID 1140Toluene용매

실험 절차

In 5 ml of toluene was suspended 0.25 g of ethyl 7-bromo-1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylate, and to this suspension were added 0.55 g of 2-(p-toluenesulfonyl)-5-tributylstannylisoindoline and 0.09 g of bis(triphenylphosphine)palladium (II) chloride, after which the resulting mixture was heated under reflux for eight hours under an argon stream. The reaction mixture was concentrated under reduced pressure, and the residue obtained was purified by a column chromatography (eluent: chloroform), after which diethyl ether was added thereto. The crystals formed were collected by filtration to obtain 0.19 g of colorless, crystalline ethyl 1-cyclopropyl-6-fluoro-8-methoxy-7-[2-(p-toluenesulfonyl)isoindolin-5-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylate.

후처리

  1. temperatureafter which the resulting mixture was heated
  2. temperatureunder reflux for eight hours under an argon stream
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue obtained
  5. customwas purified by a column chromatography (eluent: chloroform)
  6. additionafter which diethyl ether was added
  7. customThe crystals formed
  8. filtrationwere collected by filtration

출처 및 근거

ORD 기록
ord-706686cd901442c9beeb024bc828b8a5
출처 데이터셋
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05935952

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