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HRID 546593Erstellt: 25. Oktober 2026

Carbamic acid, ethyl ester → Ethyl (4-{[3-(4-tert-butylphenyl)-5,5-dimethyl-2,4-dioxo-imidazolidin-1-yl]methyl}pyridin-2-yl)carbamate

https://huagongshe.com/reaction/546593

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbamic acid, ethyl esterHCID 5641—
EduktCesium carbonateHCID 10796—
Edukt3-(4-Tert-butylphenyl)-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dioneHCID 57625971—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktEthyl (4-{[3-(4-tert-butylphenyl)-5,5-dimethyl-2,4-dioxo-imidazolidin-1-yl]methyl}pyridin-2-yl)carbamateHCID 5762600445,3%

Reaktionsbedingungen

Temperatur105 °C

Reaktionsschritte

To a solution of 3.5 g of 3-(4-tert-butylphenyl)-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione obtained in stage a) of Example 7 in 90 mL of dioxane are successively added, under argon, 406 mg of palladium diacetate, 1.1 g of (9,9-dimethyl-9H-xanthene-3,6-diyl)bis(diphenylphosphine)[xantphos], 12.9 g of caesium carbonate and 1.86 g of ethyl carbamate. The reaction mixture is heated at 105° C. for 7 hours, filtered and concentrated under reduced pressure. The residue is purified by chromatography on a column of silica, eluting with a mixture of cyclohexane and ethyl acetate (60/40 by volume) to give 1.8 g of ethyl (4-{[3-(4-tert-butylphenyl)-5,5-dimethyl-2,4-dioxo-imidazolidin-1-yl]methyl}pyridin-2-yl)carbamate, the characteristics of which are as follows:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07935819B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-ca7f9b45c9ca43c482cc2688da6f020a
Quellennotizuspto-grants-2011_05