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2-Methyl-4-(piperazin-1-yl)quinoline → (E)-1-[4-(2-Methyl-4-quinolyl)piperazin-1-yl]pent-2-en-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Methyl-4-(piperazin-1-yl)quinoline | HCID 702318 | — |
| 反応物 | (E)-pent-2-enoyl chloride | HCID 5706546 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (E)-1-[4-(2-Methyl-4-quinolyl)piperazin-1-yl]pent-2-en-1-one | HCID 86691600 | 88% |
反応手順
2-Methyl-4-piperazin-1-yl-quinoline (113.7 mg, 0.5 mmol) was dissolved in anhydrous dichloromethane (1 ml), TEA (77 μl, 0.5 mmol) followed by (E)-pent-2-enoyl chloride (65 mg, 0.55 mmol dissolved in 1 ml anhydrous dichloromethane) were added and the mixture was shaken for 15 minutes. The mixture was diluted with dichloromethane, washed with 5% sodium bicarbonate solution and water and the organic phase was evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 143 mg of a solid (0.44 mmol, 88%). MS (ES): m/z=354.2 [M+1]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08883791B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-1c2d3493ae7c46c8bd3d6c80eda365e2 |
| 出典メモ | uspto-grants-2014_11 |