化工社化工社 化学情報印刷レポート · 研究参考用
Dimethylformamide → 6-(4-Bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 6-Chloro-2-methoxynicotinonitrile | HCID 14381111 | — |
| 反応物 | 4-Bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenol | HCID 67440478 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 6-(4-Bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrile | HCID 67440151 | 85% |
反応手順
A solution of 6-chloro-2-methoxynicotinonitrile (1.16 g, 6.88 mmol), 4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenol (1.81 g, 6.88 mmol), potassium carbonate (1.14 g, 8.26 mmol), and N,N-dimethylformamide (35 mL) was stirred at 80° C. overnight. Water was added and the solution was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and filtered. The solvent was removed under reduced pressure and the residue was purified by silica gel column using Combiflash to give 6-(4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrile (2.31 g, 85% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08461135B2 |
| 出典データセット | uspto-grants-2013_06 |
| ORD ID | ord-136b8db6f25e4e689c4c31a613526ed1 |
| 出典メモ | uspto-grants-2013_06 |