Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Ethyl oxoacetate | HCID 70211 | — |
| Edukt | 2-Chloropyridine-3,4-diamine | HCID 285736 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 5-Chloropyrido[3,4-b]pyrazin-2(1H)-one | HCID 86715742 | — |
Reaktionsschritte
A suspension 2-chloropyridine-3,4-diamine (2.5 g, 17.41 mmol) and a 50% solution of ethyl glyoxalate in toluene (3.45 mL, 17.41 mmol) in ethanol (34.8 mL) was stirred at reflux for 24 hours. The solution was cooled to −20° C. for 16 hours, and the resulting precipitate was collected by vacuum filtration and rinsed with ethanol. The crude product was purified via reverse-phase HPLC, eluting with 5-50% acetonitrile/0.1% trifluoroacetic acid in water/0.1% TFA, to afford the title compound (570 mg, 3.14 mmol). MS m/z=182 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09296734B2 |
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| Quelldatensatz | uspto-grants-2016_03 |
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| ORD ID | ord-720f5dcaf5bc45448e7957b61be0d748 |
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| Quellennotiz | uspto-grants-2016_03 |
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