関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-Butyl-3-methylimidazolium tetrafluoroborate | HCID 2734178 | — |
| 反応物 | 5-Bromo-4,6-dimethylpyridin-3-amine | HCID 7060666 | — |
| 反応物 | Nitrilooxonium tetrafluoroborate | HCID 11137142 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | HCID 67974760 | HCID 67974760 | 43.3% |
反応手順
A mixture of 5-bromo-4,6-dimethyl-pyridin-3-amine (500 mg, 2.49 mmol) and nitrosyl tetrafluoroborate (445 mg, 3.73 mmol) in 1-butyl-3-methylimidazolium tetrafluoroborate (9.48 mL, 49.74 mmol) was heated at 60° C. for 2 hours (caution: exothermic). The reaction mixture was diluted with ethyl acetate (50 mL) and washed with water (2×20 mL), and then saturated aqueous sodium bicarbonate (20 mL). The organic layer was separated, dried over sodium sulfate, filtered and concentrated in vacuo to provide a residue that was purified by flash chromatography (4 g, Silica, 0-50% ethyl acetate in heptane). Desired fractions were combined and evaporated in vacuo to afford the title compound as pale yellow oil (220 mg, 43%), which was used in the next step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09206175B2 |
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| 出典データセット | uspto-grants-2015_12 |
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| ORD ID | ord-5d0061673eea48bbb736b6254903156e |
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| 出典メモ | uspto-grants-2015_12 |
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