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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 229683Erstellt: 24. Oktober 2026

Amantadine → 3-(1-Adamantylamino)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/de/reaction/229683

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmantadineHCID 2130—
EduktSodium hydrideHCID 24758—
EduktAmmonium ChlorideHCID 25517—
Edukt3-Bromo-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-oneHCID 22319065—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(1-Adamantylamino)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-oneHCID 223189379,1%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

27 mg of 3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one and 130 mg of 1-adamantylamine were dissolved in 10 ml of dimethylformamide. To the mixture was added 20 mg of sodium hydride, followed by stirring at 130° C. in nitrogen atmosphere. After the reaction solution was cooled to room temperature, a saturated aqueous solution of ammonium chloride and water were added thereto, followed by extracting with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate system), to give 3 mg of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07563811B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-f52e89e8bda6406da3284b683bc58f44
Quellennotizuspto-grants-2009_07