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Triethylamine → 1-(1-(3,6-Dichloropyridazin-4-yl)piperidin-4-yl)ethanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 3,4,6-Trichloropyridazine | HCID 95123 | — |
| 反応物 | 1-(Piperidin-4-yl)ethan-1-one | HCID 2723764 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1-(1-(3,6-Dichloropyridazin-4-yl)piperidin-4-yl)ethanone | HCID 58547957 | 39% |
反応手順
Triethylamine (2.2 g, 20.0 mmol), 3,4,6-trichloro-pyridazine (1.8 g, 10.0 mmol) and 1-(piperidin-4-yl)ethanone (1.3 g, 10.0 mmol) was dissolved in DMF (20 mL) and the resulting mixture was stirred at room temperature overnight. The mixture was then diluted with water (50 mL) and extracted with EtOAc (2×50 mL). The combined organic extracts were combined and washed with water (20 mL) and brine (20 mL), dried over Na2SO4, and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel (20% to 50% EtOAc in hexanes) to give 1-(1-(3,6-dichloropyridazin-4-yl)piperidin-4-yl)ethanone (1.0 g, 3.8 mmol, 39% yield) as white solid. ESI-MS (M+1): 274 calc. for C11H13ClN3O 273.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08497265B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-9f93ca938d46472888460804cf7f0d07 |
| 出典メモ | uspto-grants-2013_07 |