Water → 7-Fluoro-1,5-naphthyridin-2(1H)-one

HRID 385615

Reaktionsgleichung

Reaktionsgleichung von HRID 385615
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N+:9]2[O-])=[N:4][CH:3]=1.C1(C)C=CC(S(Cl)(=O)=[O:20])=CC=1.C(=O)([O-])[O-].[K+].[K+].O>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](=[O:20])[NH:9]2)=[N:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 11430Potassium CarbonateHCID 57815215HCID 57815215, Verbindung

Produkt 1

HCID 469008017-Fluoro-1,5-naphthyridin-2(1H)-oneAusbeute 23,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 60 mg of 7-fluoro-1,5-naphthyridine 1-oxide in 1.6 mL of chloroform, 84 mg of p-toluenesulfonyl chloride, 171 mg of potassium carbonate and 0.5 mL of water were added, and the mixture was stirred at room temperature overnight. The solid was filtered off, and purified by silica gel column chromatography using silica gel; Chromatorex-NH made by Fuji Silysia Chemical Ltd., and an eluent of chloroform:methanol=10:1 to obtain 14 mg of 7-fluoro-1,5-naphthyridin-2(1H)-one as a white solid.

Aufarbeitung

  1. filtrationThe solid was filtered off
  2. custompurified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-5c1595f7189c402b97c6edf44dc6b9d1
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367831B2

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