参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | 碳酸钾 | HCID 11430 | — |
| 反应物 | 1H-吲唑-3-甲腈 | HCID 437556 | — |
| 反应物 | 盐酸羟胺 | HCID 443297 | — |
| 溶剂 | 乙醇 | HCID 702 | — |
| 溶剂 | (5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 | HCID 887 | — |
| 产物 | HCID 178513408 | HCID 178513408 | 36.6% |
反应步骤
Hydroxylamine hydrochloride (1.5 g) and potassium carbonate (3.83 g) were stirred together in absolute ethanol (100 ml) for 15 minutes. Indazole-3-carbonitrile (2 g) was added and the solution heated at reflux for 4 hours, cooled to room temperature and diluted with methanol (5 ml). The solution was filtered and the solvent evaporated. The residue was extracted with anhydrous ether, the extracts were dried over MgSO4, filtered and the solvent removed to afford a white solid, which was recrystallised from acetone/dichloromethane to afford the title compound (900 mg), m.p. 155°-158° C. δH (360 MHz, CDCl3) 6.46 (1H, brm, N-OH), 7.17 (1H, t, J=1 Hz, H-6), 7.41 (1H, t, J=2 Hz, H-5), 7.55 (1H, d, J=2 Hz, H-4), 8.03 (1H, t, J=2 Hz, H-7); m/z (M+ , 100%), 176 (100), 144 (80), 119 (25), 92 (15).
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 专利号 | US04952587 |
|---|
| 来源数据集 | uspto-grants-1990_08 |
|---|
| ORD ID | ord-53e1ec03f4654b81a1784050e8a75879 |
|---|
| 来源说明 | uspto-grants-1990_08 |
|---|