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Cesium carbonate → 5-ethyl-1-(2-methoxyethyl)-4-nitro-1H-pyrazole-3-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 2-Bromoethyl methyl ether | HCID 80972 | — |
| 反応物 | HCID 178438045 | HCID 178438045 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-ethyl-1-(2-methoxyethyl)-4-nitro-1H-pyrazole-3-carboxamide | HCID 11218717 | — |
反応手順
A mixture of 3-ethyl-4-nitro-1H-pyrazole-5-carboxamide (WO, 9849166), (1.7 g, 8.8 mmol), 2-bromoethyl methyl ether (0.85 ml, 8.85 mmol) and cesium carbonate (2.9 g, 9.0 mmol) in N,N-dimethylformamide (20 ml) was stirred at room temperature for 20 hours. The reaction mixture was concentrated under reduced pressure and the residue was partitioned between ethyl acetate (125 ml) and brine (100 ml). The phases were separated, and the organic layer was dried (Na2SO4), and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel, using ethyl acetate:methanol (97:3) as eluant to afford the title compound of preparation 1, 831 mg,
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07176311B2 |
| 出典データセット | uspto-grants-2007_02 |
| ORD ID | ord-ba2e88d262594634be8af0fd568efffb |
| 出典メモ | uspto-grants-2007_02 |