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Water → 1-[2-(5-Bromopyridin-2-yloxy)ethyl]azepane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2,5-Dibromopyridine | HCID 69353 | — |
| 反応物 | Hexahydro-1H-azepine-1-ethanol | HCID 88615 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1-[2-(5-Bromopyridin-2-yloxy)ethyl]azepane | HCID 57934072 | 96.1% |
反応手順
To a solution of 2-azepan-1-ylethanol (5.0 g) in N,N-dimethylformamide (100 ml) was added 60% sodium hydride (1.5 g) under a nitrogen atmosphere, the solution was stirred for 1 hour at room temperature, 2,5-dibromopyridine (7.5 g) was then added thereto followed by stirring for 4.5 hours at room temperature. Water was added thereto followed by stirring, the solution was extracted with ethyl acetate, then sequentially washed with water and brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated in vacuo. The residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (9.1 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08399520B2 |
| 出典データセット | uspto-grants-2013_03 |
| ORD ID | ord-15710b4624304578b00b1cccade5a0e3 |
| 出典メモ | uspto-grants-2013_03 |