HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15123Erstellt: 26. Oktober 2026
Water → Methyl [3-chloro-6-(methyloxy)-[1,5]naphthyridin-4-yl]acetate
https://huagongshe.com/reaction/15123
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Lithium Chloride | HCID 433294 | — |
| Edukt | Dimethyl [3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]propanedioate | HCID 57707472 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | Methyl [3-chloro-6-(methyloxy)-[1,5]naphthyridin-4-yl]acetate | HCID 57707490 | 94% |
Reaktionsschritte
To a solution of dimethyl [3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]propanedioate (56 g, 173 mmol) in dimethylsulfoxide (1210 ml) was added lithium chloride (14.9 g, 350 mmol) and water (3.2 ml, 180 mmol). The mixture was heated to 100° C. for 16 hours 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 under reduced pressure. The residue was subjected to column chromatography on silica gel using a hexane and ethyl acetate gradient to provide the desired compound (43 g, 94%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07732460B2 |
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| Quelldatensatz | uspto-grants-2010_06 |
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| ORD ID | ord-a1419524ecf446e093454396f5698dbf |
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| Quellennotiz | uspto-grants-2010_06 |
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