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Ethyl 2,4-dioxo-4-(pyridin-2-yl)butanoate → 5-Hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl 2,4-dioxo-4-(pyridin-2-yl)butanoate | HCID 12171345 | — |
| 反応物 | 5-Hydrazinyl-2-methoxypyridine | HCID 22217853 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 5-Hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl ester | HCID 23143676 | — |
反応手順
4-(2-Pyridyl)-2,4-dioxobutanoic acid ethyl ester (1.10 g) obtained from Referential Example 31 and 5-hydrazino-2-methoxypyridine (0.692 g) obtained from Referential Example 2 were dissolved in ethanol (22 mL). The resultant mixture was refluxed under heat for 14 hours, followed by cooling in air. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), followed by purification through silica gel column chromatography (toluene-acetone), to thereby give 5-hydroxy-1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)-4,5-dihydropyrazole-3-carboxylic acid ethyl ester as a solid substance (0.575 g, 34%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07622471B2 |
| 出典データセット | uspto-grants-2009_11 |
| ORD ID | ord-170b13e042244dee9a638a215342bbcf |
| 出典メモ | uspto-grants-2009_11 |