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HRID 217381Erstellt: 23. Oktober 2026

Sodium hydride → 1-phenyl-4-(tetrahydro-2H-pyran-4-ylacetoxy)-1,8-naphthyridin-2(1H)-one

https://huagongshe.com/de/reaction/217381

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktSodium BicarbonateHCID 516892—
Edukt(Tetrahydro-2H-pyran-4-yl)acetyl chlorideHCID 24229747—
Edukt4-Hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-oneHCID 54686473—
EduktHCID 178418361HCID 178418361—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-phenyl-4-(tetrahydro-2H-pyran-4-ylacetoxy)-1,8-naphthyridin-2(1H)-oneHCID 68948920—

Reaktionsschritte

In accordance with a process described in JP-61-246183A, 4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one was synthesized. To a suspension of the synthesized compound (715 mg, 3.0 mmol) in DMF (20 mL) was added sodium hydride (purity of about 60%, 120 mg, 3.0 mmol, 1.0 eq.). The mixture was stirred until no more hydrogen was generated, to obtain a solution. Then, tetrahydro-2H-pyran-4-ylacetyl chloride (1.2 eq.) was added thereto, and the mixture was stirred at a room temperature for 1 hour. To the mixture was added a saturated sodium hydrogencarbonate aqueous solution, and the resulting precipitate was separated by filtration, washed with water, and dried to give 1-phenyl-4-(tetrahydro-2H-pyran-4-ylacetoxy)-1,8-naphthyridin-2(1H)-one as a form of crystal (738 mg, yield 67%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08193356B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-d837dcc9bdcd44b5859129da061ba1ae
Quellennotizuspto-grants-2012_06