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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2315Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/2315

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 get 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
PatentnummerUS05728706
Quelldatensatzuspto-grants-1998_03
ORD IDord-4bd91debc1224985b59b17dd05823067
Quellennotizuspto-grants-1998_03