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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1874322Erstellt: 26. Oktober 2026

Pyridine → N-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/1874322

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
Edukt2,5-Dimethyl-2H-pyrazole-3-carbonyl chlorideHCID 2736299—
Edukt5-(3-Aminophenoxy)pyridin-2-amineHCID 57749166—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamideHCID 5774923461,5%

Reaktionsschritte

To a solution of 5-(3-aminophenoxy)pyridin-2-amine (975 mg, 4.85 mmol) and pyridine (410 μL, 5.09 mmol) in tetrahydrofuran (10 mL) was added dropwise with stirring under ice-cooling a solution of 1,3-dimethyl-1H-pyrazole-5-carbonyl chloride (807 mg, 5.09 mmol) in tetrahydrofuran (10 mL), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with water, extracted with ethyl acetate (×3), and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography (silica gel, hexane/ethyl acetate=80/20→40/100) and recrystallized from ethyl acetate-hexane to give the title compound (964 mg, 61%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08304557B2
Quelldatensatzuspto-grants-2012_11
ORD IDord-6d2bdc40125d4c688e4d52cae12fd48c
Quellennotizuspto-grants-2012_11