反应详情

温度

60 °C

A mixture of 5-nitroindazole (4.0 g, 24 mmol) and potassium carbonate (10 g 74 mmol) in DMF (60 mL) was stirred for 30 minutes after which 1-(2-chloro-ethyl)-piperidine hydrochloride (6.8 g 37 mmol) was added. The mixture was heated to 60° C. for 6 hours, cooled to room temperature and filtered through a plug of silica gel which was rinsed with triethylamine/ethyl acetate (1/4). The filtrate was concentrated under reduced pressure and purified by flash chromatography (silica gel, triethylamine/ethyl acetate 1/30) to provide the title compound (4.3 g, 64% yield). 1H NMR (300 MHz, DMSO-d6) ppm 1.34 (m, 6H), 2.36 (m, 4H), 2.72 (t, J=6.44, 2H), 4.58 (t, J=6.44, 2H), 7.90 (m, 1H), 8.21 (m, 1H), 8.40 (m, 1H), 8.82 (m, 1H); MS (DCI/NH3) m/z 275 [M+H]+.

1. additionwas added
2. temperaturecooled to room temperature
3. filtrationfiltered through a plug of silica gel which
4. washwas rinsed with triethylamine/ethyl acetate (1/4)
5. concentrationThe filtrate was concentrated under reduced pressure
6. custompurified by flash chromatography (silica gel, triethylamine/ethyl acetate 1/30)