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HRID 559800作成日:2026年10月26日
Butyl vinyl ether → 5-(1-Butoxyvinyl)-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide
https://huagongshe.com/reaction/559800
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
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| 反応物 | Butyl vinyl ether | HCID 8108 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 5-Iodo-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoro-methyl)phenyl]1,2-dihydropyridine-3-carboxamide | HCID 11519933 | — |
| 触媒 | Bis(1,2-bis(diphenylphosphino)ethane)palladium(0) | HCID 2724231 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-(1-Butoxyvinyl)-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide | HCID 66725456 | 28.5% |
反応手順
5-Iodo-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (Example 1 (d), 101.5 mg, 0.17 mmol), bis[1,2-bis(diphenylphosphino)ethane]-palladium (0) (16.5 mg, 18.3 μmol), n-butyl vinyl ether (60 μl, 0.46 mmol), triethylamine (0.5 ml, 3.6 mmol) and DMF (6 ml) were placed in a Schlenk vessel equipped with a magnetic stirring bar. The vessel was purged with argon, sealed, and heated at 100° C. overnight. The reaction mixture was cooled and partitioned between ethyl acetate and water. The organic layer was dried over sodium sulphate, filtered and concentrated in vacuo. The residue was purified by preparative HPLC to give the title compound as a white solid (27.3 mg, 28%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08063073B2 |
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| 出典データセット | uspto-grants-2011_11 |
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| ORD ID | ord-f6f3ed1f69fb4c9a926f251a19a5551e |
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| 出典メモ | uspto-grants-2011_11 |
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