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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15301Erstellt: 25. Oktober 2026

Water → Methyl [3-chloro-6-(methyloxy)-[1,5]naphthyridin-4-yl]acetate

https://huagongshe.com/reaction/15301

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl AcetateHCID 8857—
EduktLithium ChlorideHCID 433294—
EduktDimethyl [3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]propanedioateHCID 57707472—
LösungsmittelDimethyl SulfoxideHCID 679—
ProduktMethyl [3-chloro-6-(methyloxy)-[1,5]naphthyridin-4-yl]acetateHCID 57707490—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a solution of dimethyl[3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]propanedioate (56.23 g, 173 mmol) in DMSO (1210 ml) was added lithium chloride (14.9 g, 350 mmol) and water (3.24 ml, 180 mmol). The mixture was heated to 100° C. for 16 h then cooled and treated with ethyl acetate and water. The organic phase was washed twice with water, the aqueous extracted with ethyl acetate and this water-washed. The combined organic phases were dried and the solvent was removed. The residue was subjected to column chromatography on silica gel using a hexane and ethyl acetate gradient to provide the desired compound containing a little of the starting material (43.3 g, 94%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732461B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-9a130c256b974de1a2dbc5a886740b40
Quellennotizuspto-grants-2010_06