碳酸钾 → HCID 178513408，化合物

HRID 1710099

反应方程式

HRID 1710099 反应方程式
Cl.[NH2:2][OH:3].C(=O)([O-])[O-].[K+].[K+].[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([C:19]#[N:20])=[N:11]1>C(O)C.CO>[CH:15]1[CH:14]=[C:13]2[C:12]([NH:11][NH:10][C:18]2=[CH:17][CH:16]=1)=[C:19]([N:2]=[O:3])[NH2:20]

参与物

6

反应物 3

HCID 11430碳酸钾HCID 4375561H-吲唑-3-甲腈HCID 443297盐酸羟胺

产物 1

HCID 178513408HCID 178513408，化合物收率 36.6%

试剂、催化剂与溶剂 2

HCID 702乙醇溶剂HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂

实验过程

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).

后处理

  1. temperaturethe solution heated
  2. temperatureat reflux for 4 hours
  3. filtrationThe solution was filtered
  4. customthe solvent evaporated
  5. extractionThe residue was extracted with anhydrous ether
  6. dry with materialthe extracts were dried over MgSO4
  7. filtrationfiltered
  8. customthe solvent removed
  9. customto afford a white solid, which
  10. customwas recrystallised from acetone/dichloromethane

来源与证据

ORD记录
ord-53e1ec03f4654b81a1784050e8a75879
来源数据集
uspto-grants-1990_08
专利号
US04952587

关联笔记

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