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Ammonium formate → 3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)aniline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ammonium formate | HCID 2723923 | — |
| 反応物 | 1-(2-fluoro-4-nitrophenyl)-4-methyl-1H-imidazole | HCID 21876596 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)aniline | HCID 21876638 | 90.5% |
反応手順
3-Fluoro4-(4-methyl-imidazol-1-yl)nitrobenzene (64.7 g, 0.293 M) was dissolved in a mixture of MeOH (200 ml) and tetrahydrofuran (800 ml), cooled to 0° under nitrogen, and treated with ammonium formate (99.3 g, 1.46 M) followed by palladium on charcoal (10%. 2.5 g). The mixture was stirred at ambient temperature for 48 hours, filtered through celite, celite washed with MeOH (200 ml), and filtrate evaporated to dryness. The residue was partitioned between EtOAc (800 ml) and 10% aqueous sodium bicarbonate (250 ml). The organic layer was separated, washed with brine (250 ml), dried (magnesium sulfate) and evaporated to give title compound (50.6 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06617339B1 |
| 出典データセット | uspto-grants-2003_09 |
| ORD ID | ord-4fe3fbdddf794d7ba7c0bca1f7ba7191 |
| 出典メモ | uspto-grants-2003_09 |