関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | 6-Chloroquinoline | HCID 69163 | — |
| 反応物 | 2-Acetyl-6-methylpyridine | HCID 138872 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 触媒 | 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl | HCID 2734217 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(6-Methylpyridin-2-YL)-2-(quinolin-6-YL)ethanone | HCID 68884203 | 78.1% |
反応手順
To a solution of 6-chloro-quinoline (2.08 g, 12.3 mmol) in tetrahydrofuran (50 mL) was added 1-(6-methyl-pyridin-2-yl)-ethanone (2.0 g, 14.8 mmol, 1.1 equiv), palladium acetate (0.055 g, 0.25 mmol, 0.02 equiv), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (0.197 g, 0.50 mmol, 0.04 equiv), and potassium tert-butoxide (3.76 g, 30.75 mmol, 2.2 equiv). The resulting reaction mixture was heated to 80° C. for 18 hours, then cooled down to 20° C., and slowly treated with acetic acid (3 mL). The resulting solids were filtered off, and the mother liquor was concentrated in vacuo. Silica gel chromatography (3:1 hexane/acetone) yielded 1-(6-Methyl-pyridin-2-yl)-2-quinolin-6-yl-ethanone (2.52 g, 78%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07273936B2 |
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| 出典データセット | uspto-grants-2007_09 |
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| ORD ID | ord-aded6d5236e449bebd3106f19a3e1ef9 |
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| 出典メモ | uspto-grants-2007_09 |
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