Ethyl oxoacetate → 7,8-Difluoroquinoxalin-2(1H)-one

HRID 1644446

Reaktionsgleichung

Reaktionsgleichung von HRID 1644446
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([NH2:9])[C:3]=1[NH2:10].[O:11]=[CH:12][C:13](OCC)=O.FC1C=C2C(=CC=1F)NC(=O)C=N2.FC1C(F)=CC=C2C=1N=CC(=O)N2>>[F:8][C:7]1[C:2]([F:1])=[C:3]2[C:4]([N:9]=[CH:13][C:12](=[O:11])[NH:10]2)=[CH:5][CH:6]=1

Komponenten

5

Edukt 4

HCID 70211Ethyl oxoacetateHCID 27367533,4-Difluorobenzene-1,2-diamineHCID 63243396,7-Difluoro-1,2-dihydroquinoxalin-2-oneHCID 667753765,6-difluoroquinoxalin-2(1H)-one

Produkt 1

HCID 667734367,8-Difluoroquinoxalin-2(1H)-oneAusbeute 64,3 %

Versuchsvorschrift

3,4-Difluorobenzene-1,2-diamine (4.6 g, 31.6 mmol) and ethyl oxoacetate (50 wt % in toluene, 13.0 mL, 63.2 mmol) were reacted as described for Intermediate 152 to give 3.7 g of product as an off white solid, mixture with 30% of the regioisomer 5,6-difluoroquinoxalin-2(1H)-one. The mixture was carried on to the next step.

Quellen und Nachweise

ORD-Eintrag
ord-214b3da98155467d80fd35df5fc025df
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08124602B2

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