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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1892207Erstellt: 26. Oktober 2026

Morpholine → 4-(6-Methyl-5-nitro-2-pyridinyl)morpholine

https://huagongshe.com/reaction/1892207

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
EduktPotassium CarbonateHCID 11430—
Edukt6-Fluoro-2-methyl-3-nitropyridineHCID 12408185—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt4-(6-Methyl-5-nitro-2-pyridinyl)morpholineHCID 820895599%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a solution of 2-fluoro-5-nitro-6-picoline (3.0 g, 19.2 mmol) in DMSO (26 mL) were added morpholine (3.35 mL, 38.4 mmol) and potassium carbonate (6.64 g, 48.0 mmol). The reaction mixture was allowed to stir overnight, at 70° C. The reaction mixture was then partitioned between EtOAc (40 mL) and water (40 mL). The organic solution was separated and the aqueous solution was extracted with EtOAc (2×40 mL). The organic solutions were combined, washed with brine, dried over MgSO4, filtered and concentrated to give 4-(6-methyl-5-nitropyridin-2-yl) morpholine (4.0 g, 99%), as a muddy green solid. LCMS (FA): Rt=1.59 min, m/z=224.0 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08507667B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-21c7a97b69c04ff18d8c1990e7d48885
Quellennotizuspto-grants-2013_08