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Triethylamine → N-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 2-Nitrobenzoyl chloride | HCID 11875 | — |
| 反応物 | 3-Amino-5-bromo-2-chloropyridine | HCID 21858354 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | Sodium Bicarbonate | HCID 516892 | — |
| 生成物 | N-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamide | HCID 86658034 | — |
反応手順
To a solution of 5-bromo-2-chloropyridine-3-amine (3.9 g, 18.9 mmol) and triethylamine (5.3 mL, 37.9 mmol) in tetrahydrofuran (60 mL) was added 2-nitrobenzoylchloride (2.49 mL, 18.9 mmol). The reaction was stirred for 24 hours. The reaction mixture was diluted with ethyl acetate (200 mL) and saturated aqueous sodium bicarbonate (60 mL). The organic layer was separated and washed with water (50 mL), brine (50 mL), dried over sodium sulfate, filtered and concentrated to dryness under reduced pressure. The crude product was purified by flash chromatography (SiO2, 25% ethyl acetate in hexanes). The N-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamide was obtained as a yellow solid (1.5 g). LCMS [M+H]: 356.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08541407B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-ab89fc2dc2b24ffea8f46cdcfcbc29fa |
| 出典メモ | uspto-grants-2013_09 |