化工社化工社 化学情報印刷レポート · 研究参考用
Triethylamine → 5-methyl-1-pyridin-4-yl-1H-pyrazole-4-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Ethyl 2-acetyl-3-(dimethylamino)acrylate | HCID 3806790 | — |
| 反応物 | 4-Hydrazinylpyridine hydrochloride | HCID 22320258 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 5-methyl-1-pyridin-4-yl-1H-pyrazole-4-carboxylic acid ethyl ester | HCID 22267943 | 76% |
反応手順
Dissolve 2-dimethylaminomethylene-3-oxo-butyric acid ethyl ester (0.550 g, 2.96 mmol), pyridin-4-yl-hydrazine hydrochloride (0.454 g, 3.12 mmol) and triethylamine (0.435 mL, 3.12 mmol) in ethanol (12 mL) and reflux for 2 hr. Evaporate the mixture then dilute with saturated sodium bicarbonate and extract 3 times with ethyl acetate. Dry (sodium sulfate) the solution, filter and concentrate. Purify using silica gel chromatography, eluting with 50:50 ethyl acetate:hexane to give 5-methyl-1-pyridin-4-yl-1H-pyrazole-4-carboxylic acid ethyl ester as a tan solid (0.520 g, 76%). MS (ES): m/z=232 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08202873B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-31bfe4e53cb547e89e123f0721c10505 |
| 出典メモ | uspto-grants-2012_06 |