HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1847015Erstellt: 25. Oktober 2026
Sodium hydride → 5-[2-(1,3-Dioxolan-2-yl)ethyl]-3-methoxypyrido[2,3-b]pyrazin-6 (5H)-one
https://huagongshe.com/reaction/1847015
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Lithium Bromide | HCID 82050 | — |
| Edukt | 2-(2-Bromoethyl)-1,3-dioxolane | HCID 87776 | — |
| Edukt | 3-Methoxypyrido[2,3-b]pyrazin-6(5H)-one | HCID 57815366 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5-[2-(1,3-Dioxolan-2-yl)ethyl]-3-methoxypyrido[2,3-b]pyrazin-6 (5H)-one | HCID 86724945 | — |
Reaktionsschritte
3-Methoxypyrido[2,3-b]pyrazin-6(5H)-one (400 mg, 2.26 mmol) was dissolved in N,N-dimethylformamide (12 ml). Lithium bromide (206 mg, 2.37 mmol) and sodium hydride (55%, 104 mg, 2.37 mmol) were added to the solution under cooling on ice and stirred for one and a half hours while the temperature of the reaction solution was raised to room temperature. The reaction solution was cooled on ice again, 2-(2-bromoethyl)-1,3-dioxolane (0.345 mmol, 2.94 mmol) was added thereto and the mixture was stirred at room temperature for 22 hours. Water was added to the reaction solution, which was then extracted with ethyl acetate and washed with saturated sodium chloride solution. After drying over anhydrous sodium sulfate, the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol) to yield 731 mg (quantitative) of the title compound in the form of a yellow oily product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08952010B2 |
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| Quelldatensatz | uspto-grants-2015_02 |
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| ORD ID | ord-26d43389f48840b1a74a3c4a2c19934a |
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| Quellennotiz | uspto-grants-2015_02 |
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