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(3-Methoxy-5,6,7,8-tetrahydroquinolin-8-yl)-azide → (3-Methoxy-5,6,7,8-tetrahydroquinolin-8-yl)-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (3-Methoxy-5,6,7,8-tetrahydroquinolin-8-yl)-azide | HCID 22018805 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | (3-Methoxy-5,6,7,8-tetrahydroquinolin-8-yl)-amine | HCID 22018774 | 98.2% |
反応手順
To a solution of (3-methoxy-5,6,7,8-tetrahydroquinolin-8-yl)-azide (0.33 g, 1.6 mmol) in MeOH (16 mL) was added palladium on activated carbon, (10%, 50 mg) and the reaction mixture stirred under 1 atmosphere of hydrogen for 4 h. The mixture was filtered through celite, the cake washed with methanol and the solvent from the eluent removed in vacuo to give crude (3-methoxy-5,6,7,8-tetrahydroquinolin-8-yl)-amine as a yellow oil (0.28 g, 96%). 1H NMR (CDCl3) δ 1.75 (m, 2H), 1.97 (m, 1H), 2.17 (m, 1H), 2.77 (m, 2H), 3.81 (s, 3H), 3.98 (t, 1H, J=4.5 Hz), 6.88 (d, 1H, J=1.5 Hz), 8.12 (d, 1H, J=1.5 Hz).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07396840B2 |
| 出典データセット | uspto-grants-2008_07 |
| ORD ID | ord-8b81574195ce4c95b03bdf7e3d9179a6 |
| 出典メモ | uspto-grants-2008_07 |