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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 340496Erstellt: 25. Oktober 2026

Morpholine → 2-Methoxy-3-morpholino-5-nitropyridine

https://huagongshe.com/reaction/340496

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
EduktCesium carbonateHCID 10796—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Edukt3-Bromo-2-methoxy-5-nitropyridineHCID 21584451—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-Methoxy-3-morpholino-5-nitropyridineHCID 68027925—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Morpholine (54 μl), cesium carbonate (336 mg), Pd2(dba)3 (57 mg), and Xantphos (72 mg) were added to a 1,4-dioxane (3 ml) solution containing 3-bromo-2-methoxy-5-nitropyridine (96 mg) in a nitrogen atmosphere, followed by stirring at 100° C. for 10 hours. The reaction solution was adjusted to room temperature, and water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=4:1 to 2:1), and a yellow solid of 2-methoxy-3-morpholino-5-nitropyridine (54 mg) was thus obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895585B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-e6228cc4208c45e58a6673a39f137a14
Quellennotizuspto-grants-2014_11