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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1082311Erstellt: 26. Oktober 2026

Sodium hydride → 5-Bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidine-4-amine

https://huagongshe.com/reaction/1082311

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt2-(6-Amino-5-bromopyrimidin-4-yloxy)ethanolHCID 18931106—
Edukt2-Chloro-5-(methylthio)pyrimidineHCID 21979532—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidine-4-amineHCID 1968952553,6%

Reaktionsschritte

To a solution of 2-(6-amino-5-bromopyrimidin-4-yloxy)ethanol (611 mg) in dimethylformamide (20 ml) is added sodium hydride (60% dispersion-type, 125 mg), and the mixture is stirred for 20 minutes. To the mixture is added 2-chloro-5-methylthiopyrimidine (461 mg), and the mixture is stirred at room temperature for three hours. To the mixture is added ice-water, and the mixture is extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=20:1), and crystallized from ethyl acetate/diisopropyl ether to give 5-bromo-6-[2-(5-methythiopyrimidin-2-yloxy)ethoxy]pyrimidine-4-amine (501 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05589478
Quelldatensatzuspto-grants-1996_12
ORD IDord-e10b657869124f2994546fd93a3655f7
Quellennotizuspto-grants-1996_12