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Fusaric Acid → 5-Butyl-pyridine-2-carboxylic acid methoxy-methyl-amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Fusaric Acid | HCID 3442 | — |
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | Isobutyl chloroformate | HCID 62365 | — |
| 反応物 | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 5-Butyl-pyridine-2-carboxylic acid methoxy-methyl-amide | HCID 58747007 | 129.7% |
反応手順
Add N-methylmorpholine (1.22 mL, 11.1 mmol) and isobutylchloroformate (1.44 mL, 11.1 mmol) to a solution of fusaric acid (2.0 g, 11.1 mmol) in methylene chloride at 0° C. After 15 minutes add O,N-dimethylhydroxylamine hydrochloride (1.1 g, 11.1 mmol) and N-methylmorpholine (1.22 mL, 11.1 mmol). Stir the reaction for at 0° C. 15 minutes and then room temperature for 19 hours. Dilute the reaction with methylene chloride and wash with water (1×50 mL), 10% aqueous citric acid (1×50 mL), brine (1×50 mL), saturated aqueous sodium bicarbonate (1×50 mL), and brine (1×50 mL). Dry the organic solution with sodium sulfate, filter, and concentrate in vacuo to provide the title compound 3.2 g (100%) as a clear yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07365066B2 |
| 出典データセット | uspto-grants-2008_04 |
| ORD ID | ord-65b54fd4021c4f05b80f48b57b7904b7 |
| 出典メモ | uspto-grants-2008_04 |