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Piperidine → Pyrido[2,3-b]pyrazine-6,7-dicarboxylic acid, diethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | Diethyl oxalacetate | HCID 66951 | — |
| 反応物 | 3-Aminopyrazine-2-carbaldehyde | HCID 15274931 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Pyrido[2,3-b]pyrazine-6,7-dicarboxylic acid, diethyl ester | HCID 85536480 | 28% |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05622913 |
| 出典データセット | uspto-grants-1997_04 |
| ORD ID | ord-e49dba56e1984af097348a8f47ed4d5f |
| 出典メモ | uspto-grants-1997_04 |