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HRID 8794Erstellt: 23. Oktober 2026

Dimethylformamide → 1-[5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-3-(dimethylamino)furo[2,3-b]pyridin-2-yl]-2,2-dimethylpropan-1-one

https://huagongshe.com/de/reaction/8794

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
Edukt1-(3-Amino-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)furo[2,3-b]pyridin-2-yl)-2,2-dimethylpropan-1-oneHCID 10254284—
Produkt1-[5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-3-(dimethylamino)furo[2,3-b]pyridin-2-yl]-2,2-dimethylpropan-1-oneHCID 10345928—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A solution of 0.050 g (0.106 mmol) of the product from Example 17 in DMF (1 mL) at 0° C. was treated with sodium hydride (0.010 g; 60% dispersion; 0.232 mmol). After the addition, the reaction mixture was stirred for 20 minutes at 0° C., and then treated with iodomethane (26 μL; 0.424 mmol). The reaction was warmed to room temperature and stirred for 2 hours. The reaction was quenched with saturated NaHCO3 solution. The reaction mixture was partitioned between ethyl acetate and saturated NaHCO3 solution. The organic layer was washed twice with saturated NaHCO3 solution, brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification by MPLC (silica gel; 0% to 20% ethyl acetate:hexane gradient) gave the title compound. HPLC/MS: 501.0 (M+1), 503.0 (N+3); Rt=5.08 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091216B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-f3e770690d984187be9a3bc66ad344d0
Quellennotizuspto-grants-2006_08