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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 385981Erstellt: 26. Oktober 2026

Hydrochloric Acid → 4-{2-[(6-Chloro-2-methylpyridin-3-yl)methoxy]ethyl}morpholin-3-one

https://huagongshe.com/reaction/385981

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium hydrideHCID 24758—
Edukt4-(2-Hydroxyethyl)morpholin-3-oneHCID 15287400—
Edukt3-(Bromomethyl)-6-chloro-2-methylpyridineHCID 59526174—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-{2-[(6-Chloro-2-methylpyridin-3-yl)methoxy]ethyl}morpholin-3-oneHCID 59525966—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Sodium hydride (190 mg of a 60%, 4.76 mmol) was suspended in THF (12.2 mL) and cooled to 0° C. 4-(2-Hydroxyethyl)morpholin-3-one (230 mg, 1.59 mmol) was added and the slurry was stirred for thirty minutes at 0° C. 3-(Bromomethyl)-6-chloro-2-methylpyridine (Example 421 Step 2) (350 mg, 1.59 mmol) was added and the solution was heated to 50° C. overnight. The reaction mixture was then cooled to ambient temperature, diluted with water, acidified using 1 N aqueous hydrochloric acid, and extracted with ethyl acetate (2×). The combined organic layers were dried over magnesium sulfate, filtered, concentrated, and purified by silica gel chromatography (0-2% methanol in ethyl acetate) to afford the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08367706B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-9cc50da4fccd40e0a10e57c7a83005c9
Quellennotizuspto-grants-2013_02