反应详情

To a solution of 1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanone (Example 70) (0.39 g, 2.42 mmol) and hydroxylamine.HCl (0.34 g, 4.84 mmol) in ethanol (12.1 mL) and water (3.4 mL) was added LiOH (0.31 g, 7.26 mmol). The reaction mixture was refluxed for 1.0 h, and then the heat was removed. After concentration under reduced pressure, the residue was triturated with water. The solid was collected by filtration, rinsed with water and Et2O, and dried under vacuum at 45° C. to give 1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanone oxime (0.20 g, 47%) as a yellow solid: 1H NMR (300 MHz, CD3OD) δ2.26 (3H, s), 6.78 (1H, s), 7.54-7.57 (1H, m), 8.03 (1H, d, J=5.6 Hz), 8.64 (1H, s); ESI MS m/z 176 [C9H9N3O+H]+; HPLC (Method A) >99% (AUC, isomeric ratio=89.3:10.7), tR=12.47 (major) and 12.25 (minor).

1. temperatureThe reaction mixture was refluxed for 1.0 h
2. customthe heat was removed
3. concentrationAfter concentration under reduced pressure
4. customthe residue was triturated with water
5. filtrationThe solid was collected by filtration
6. washrinsed with water and Et2O
7. customdried under vacuum at 45° C.