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Diisopropylethylamine → 4-chloro-N-isobutoxypicolinamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | O-(2-Methylpropyl)hydroxylamine--hydrogen chloride (1/1) | HCID 12696238 | — |
| 反応物 | 4-Chloropyridine-2-carbonyl chloride--hydrogen chloride (1/1) | HCID 22397270 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-chloro-N-isobutoxypicolinamide | HCID 57725609 | 67% |
反応手順
To a suspension of 4-chloropicolinoyl chloride hydrochloride (1.0 g, 5.68 mmol, 1.0 eq) in 25 ml of THF were added O-isobutylhydroxylamin hydrochloride (785 mg, 6.25 mmol, 1.1 eq) and N,N-diisopropylethylamine (2.97 ml, 17.0 mmol, 3.0 eq) at room temperature. The reaction mixture was stirred for 30 min and diluted with water (25 mL) and EtOAc (50 mL). The separated organic layer was washed with brine (25 mL), saturated sodium bicarbonate solution (2×25 mL) and dried over sodium sulfate. Concentration under reduced pressure gave the title compound as colorless solid (870 mg, 67%), which was used without further purification. ES/MS m/z 229.0 (MH+), Rt=2.61 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08710048B2 |
| 出典データセット | uspto-grants-2014_04 |
| ORD ID | ord-1a5ddca267d64bdab564aa3897805ee5 |
| 出典メモ | uspto-grants-2014_04 |