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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1599032Erstellt: 26. Oktober 2026

Sodium hydride → 6-[2-(5-Bromopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-amine

https://huagongshe.com/reaction/1599032

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktAmmonium ChlorideHCID 25517—
Edukt5-Bromo-2-chloropyrimidineHCID 606665—
Edukt2-{6-Amino-5-(4-methylphenyl)-pyrimidin-4-yloxy}ethanolHCID 11118297—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-[2-(5-Bromopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-amineHCID 1172910291,1%

Reaktionsschritte

To a solution of 2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (7.54 g)in tetrahydrofuran (150 ml) is added sodium hydride (60% dispersion, 1.47 g), and thereto is added 5-bromo-2-chloropyrimidine (7.73 g), and the mixture is stirred at room temperature overnight. To the reaction solution is added a saturated aqueous ammonium chloride solution, and the mixture is evaporated under reduced pressure to remove the solvent. The precipitated crystals are collected by filtration, washed, and dried. The crude crystals are purified by silica gel column chromatography (solvent; chloroform: methanol=100:1~80:1), and recrystallized from tetrahydrofuran-diethyl ether to give 4-amino-6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(4-methyl-phenyl)pyrimidine (11.27 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05739333
Quelldatensatzuspto-grants-1998_04
ORD IDord-3cb9ba2079ed469a96e2425cd08156f0
Quellennotizuspto-grants-1998_04