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1-Bromo-3-methylbutane → 4-[1-(3-Methyl-butyl)-6-nitro-1H-indol-3-yl]-benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Bromo-3-methylbutane | HCID 7891 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 4-(6-nitro-1H-indol-3-yl)-benzonitrile | HCID 57442197 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-[1-(3-Methyl-butyl)-6-nitro-1H-indol-3-yl]-benzonitrile | HCID 57442190 | 95% |
反応手順
Method L Add Cs2CO3 (1.0 g, 1.88 mmol) to a solution of 4-(6-Nitro-1H-indol-3-yl)-benzonitrile, 9, (100 mg, 0.37 mmol) and isopentyl bromide (0.1 mL, 0.75 mmol) in DMF (10 mL). Stir overnight at ambient temperature. Remove the DMF solvent to provide a solid and partition the solid between EtOAc and H2O, Sequentially wash the organic layer with H2O and brine then dry the organic layer over MgSO4. Filter and remove the solvent leaving a solid. Purify by silica gel column chromatography (0-100% EtOAc/hexanes gradient) and concentrated to dryness to afford 180 mg (95%) of the title compound. LRMS (API ES+)=334.3 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07932284B2 |
| 出典データセット | uspto-grants-2011_04 |
| ORD ID | ord-55ac11c51faa4283ae924097c48e9388 |
| 出典メモ | uspto-grants-2011_04 |