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Cyclohexanecarbonyl chloride → Cyclohexanecarboxylic acid [2-(4-nitro-phenyl)-3H-imidazo[4,5-c]pyridine-6-yl]-amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| 反応物 | 2-(4-Nitro-phenyl)-3H-imidazo[4,5-c]pyridine-6-ylamine | HCID 58932918 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Cyclohexanecarboxylic acid [2-(4-nitro-phenyl)-3H-imidazo[4,5-c]pyridine-6-yl]-amide | HCID 58932915 | 58% |
反応手順
To a stirring solution of 8 (0.116 g, 0.45 mmol) in dry THF and Pyridine (10 ml/0.300 ml), cyclohexanecarbonyl chloride (0.100 ml, 0.68 mmol) was added and stirred at room temperature for 4 h. The reaction was quenched by the addition of water and the yellow solid was filtered, air-dried and dissolved in EtOAc and passed through a bed of SiO2 gel. Elution with EtOAc afforded the desired product 9 (0.095 g, 58%). 1H NMR (DMSO-d6, 500 MHz): δ 13.49 (1H, s), 10.38 (1H, s, NH), 8.76 (1H, s), 8.41 (4H, dd, J=15 and 5 Hz); 8.34 (1H, s), 2.53 (1H, m), 1.80-1.20 (10, m); MS m/z: 366 (M+1), 364 (M−1). The product was used for the next step.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07256287B2 |
| 出典データセット | uspto-grants-2007_08 |
| ORD ID | ord-c1f220b9194d4aab9201611720c59b5e |
| 出典メモ | uspto-grants-2007_08 |