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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15302Erstellt: 25. Oktober 2026

Formaldehyde → Methyl 2-[3-chloro-6-(methoxy)-1,5-naphthyridin-4-yl]-2-propenoate

https://huagongshe.com/reaction/15302

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktFormaldehydeHCID 712—
EduktEthyl AcetateHCID 8857—
EduktPotassium CarbonateHCID 11430—
EduktMethyl [3-chloro-6-(methyloxy)-[1,5]naphthyridin-4-yl]acetateHCID 57707490—
KatalysatorBenzyl triethylammonium chlorideHCID 66133—
LösungsmittelWaterHCID 962—
LösungsmittelCyclohexaneHCID 8078—
ProduktMethyl 2-[3-chloro-6-(methoxy)-1,5-naphthyridin-4-yl]-2-propenoateHCID 5748686889%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of methyl[3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]acetate (43.3 g, 162 mmol), benzyltriethylammonium chloride (71.2 g, 313 mmol), potassium carbonate (42 g, 304 mmol) and paraformaldehyde (42 g) in cyclohexane (1060 ml) was heated at 80° C. for 24 h, cooled and treated with ethyl acetate and water. After separation, the aqueous was extracted with ethyl acetate. The combined organic phases were dried and the solvent was removed. The residue was subjected to column chromatography on silica gel using hexane/15% ethyl acetate to provide the desired compound (40.2 g, 89%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732461B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-8a5f8952a0f6427990cce09d7e945dcd
Quellennotizuspto-grants-2010_06