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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
ノート
印刷プレビュー

反応式

HRID 1584825 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒
HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-706686cd901442c9beeb024bc828b8a5
出典データセット
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05935952

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート