関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ammonium fluoride | HCID 25516 | — |
| 反応物 | 2-(Tri-n-butylstannyl)thiophene | HCID 2779373 | — |
| 反応物 | 3-Amino-4-iodo-6-bromophthalimide | HCID 68488717 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-Amino-4-(thiophen-2-yl)-6-bromophthalimide | HCID 68489382 | 87.3% |
反応手順
3-Amino-4-iodo-6-bromophthalimide (100 mg, 0.273 mmol) was dissolved in THF (5 mL), and the solution was added with 2-(tributylstannyl)thiophene (0.173 mL, 0.546 mmol) and bis(triphenylphosphine)dichloropalladium (15 mg, 0.022 mmol), followed by stirring under reflux for 12.5 hours under argon atmosphere. The reaction mixture was added with 10% aqueous ammonium fluoride solution, extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by slurry using hexane, then purified by preparative thin-layer chromatography (chloroform/acetonitrile=30/1) to obtain 3-amino-4-(thiophen-2-yl)-6-bromophthalimide (77 mg, yield 87%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07745641B2 |
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| 出典データセット | uspto-grants-2010_06 |
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| ORD ID | ord-bd1d487b26d04c6bb41832b318163851 |
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| 出典メモ | uspto-grants-2010_06 |
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