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1-Acetylindoline-5-sulfonamide → 1-ethyl-2,3-dihydro-1H-indole-5-sulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Acetylindoline-5-sulfonamide | HCID 804208 | — |
| 反応物 | Borane;tetrahydrofuran | HCID 2723981 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-ethyl-2,3-dihydro-1H-indole-5-sulfonamide | HCID 32103726 | 101.6% |
反応手順
To a suspension of 1-acetylindoline-5-sulfonamide (Intermediate 52A, 120 mg, 0.50 mmol) in THF (2.0 mL) was added BH3.THF (5.0 mL, 5.0 mmol, 1.0M solution in THF). The resulting reaction mixture was stirred at room temperature for 1 h, then quenched carefully with MeOH and concentrated in vacuo to give the title compound (115 mg, 100%) as a white solid. 1H NMR (CD3OD) δ 7.56 (dd, J=8.4, 2.0 Hz, 1H), 7.48 (d, J=1.6 Hz, 1H), 6.46-6.44 (m, 1H), 3.51 (t, J=8.6 Hz, 2H), 3.24-3.20 (m, 2H), 2.99 (t, J=8.5 Hz, 2H), 1.17-1.13 (m, 3H); MS(ESI+) m/z 227.2 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09346795B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-a4461fd026ea40dfb4bae997112420eb |
| 出典メモ | uspto-grants-2016_05 |