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N,O-Dimethylhydroxylamine → N-Methoxy-N-methylquinoline-6-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N,O-Dimethylhydroxylamine | HCID 14232 | — |
| 反応物 | 6-Quinolinecarboxylic acid | HCID 82571 | — |
| 反応物 | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | N-Methoxy-N-methylquinoline-6-carboxamide | HCID 55211172 | 97% |
反応手順
To a solution of quinoline-6-carboxylic acid (10 g, 57.75 mmol) in DMF (200 mL) was added carbonyl diimidazole (10.3 g, 62.5 mmol) under nitrogen. The reaction was stirred for 1 hour. To the solution was added N,O-dimethyl hydroxylamine (5.6 g, 57.75 mmol), and the reaction was stirred at ambient temperature for 16 hours. The reaction was diluted with EtOAc (150 mL) and water (150 mL). The organic layer was separated, and the aqueous layer was extracted with EtOAc (5×100 mL). The organics were combined and washed with water (3×100 mL), brine (2×100 mL), dried over Na2SO4, filtered and concentrated to give quinoline-6-carboxylic acid methoxy-methyl-amide (11.97 g, 97% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732604B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-62bc40f4074643f5a8f11e7706291891 |
| 出典メモ | uspto-grants-2010_06 |