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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1174778Erstellt: 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/1174778

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-methyl pyrimidine (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 C15H20ClN5O2 337.13, found 338.2 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07838525B2
Quelldatensatzuspto-grants-2010_11
ORD IDord-eb1f3de82b724b838e7b8584d70893ab
Quellennotizuspto-grants-2010_11