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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1036800Erstellt: 26. Oktober 2026

4,6-Dichloro-5-methylpyrimidine → 5-(4-(6-Chloro-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole

https://huagongshe.com/reaction/1036800

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4,6-Dichloro-5-methylpyrimidineHCID 818860—
Edukt1-(3-Isopropyl-1,2,4-oxadiazol-5-YL)piperidin-4-OLHCID 21897744—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelPotassium tert-butoxideHCID 23665647—
Produkt5-(4-(6-Chloro-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazoleHCID 8659736672,3%

Reaktionsschritte

To a solution of 1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-ol (3.65 g, 17 mmol) and 4,6-dichloro-5-methylpyrimidine (2.83 g, 17 mmol) in THF (70 mL), 1M potassium-t-butoxide in THF (16 mL, 16 mmol) was added dropwise. The mixture was stirred at room temperature for 10 min. The crude mixture was purified by column chromatography on silica gel with hexane/ethyl acetate (3:1 v/v) to provide 4-chloro-6-[1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-yloxy]-5-methyl-pyrimidine as a solid (4.15 g, 71%). Exact mass calculated for C15H20ClN5O2337.13, found 338.2 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546429B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-1f34800992164151a3f8684e44b0c7bf
Quellennotizuspto-grants-2013_10