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Water → Methyl 5-bromo-6-(cyclopropylmethoxy)picolinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Methyl iodide | HCID 6328 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 5-Bromo-6-cyclopropylmethoxy-pyridine-2-carboxylic acid | HCID 71087543 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 5-bromo-6-(cyclopropylmethoxy)picolinate | HCID 71087286 | 48% |
反応手順
A solution of 5-bromo-6-(cyclopropylmethoxy)-pyridine-2-carboxylic acid (Example 9 d, 0.4 g, 1.5 mmol), iodomethane (CAN 16519-98-5, 0.42 g, 3 mmol), sodium carbonate (0.16 g, 1.5 mmol) in DMF (10 mL) was stirred overnight at room temperature. Water was poured into the reaction solution and the resulting mixture was extracted with ethyl acetate (3×30 mL). The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate and evaporated. The residue was purified by column chromatography (silica gel, 20 g, 5% ethyl acetate in petroleum ether) to yield the title compound (0.2 g, 0.7 mmol, 48%) as white solid; MS (EI): m/e=286.0 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09290451B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-a2253c8ec27c4c91a7f0571aa1c9f27e |
| 出典メモ | uspto-grants-2016_03 |