HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Piperidine → Pyrido[2,3-b]pyrazine-6,7-dicarboxylic acid, diethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Piperidine | HCID 8082 | — |
| Edukt | Diethyl oxalacetate | HCID 66951 | — |
| Edukt | 3-Aminopyrazine-2-carbaldehyde | HCID 15274931 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | Pyrido[2,3-b]pyrazine-6,7-dicarboxylic acid, diethyl ester | HCID 85536480 | 28% |
Reaktionsschritte
Diethyl oxalacetate, (4.7 g, 0.25 mol) and piperidine (1.66 g, 1.93 mL) are added to 3-aminopyrazine-2-carboxaldehyde (2.4 g, 0.0195 mol) dissolved in 250 mL of toluene. After the reaction mixture is refluxed for two hours, the toluene is removed under reduced pressure to give a dark red oily residue. The product is purified by column chromatography on silica gel (hexane:EtOAc, 4:1), affording 3.1 g (58% yield), of the crude desired product. Crystallization from ether-hexane (4:1) gives analytically pure compound 1.5 g (28%) having a melting point 83°-85° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05622913 |
| Quelldatensatz | uspto-grants-1997_04 |
| ORD ID | ord-e49dba56e1984af097348a8f47ed4d5f |
| Quellennotiz | uspto-grants-1997_04 |