反应详情

温度

-30 °C

A suspension of n-BuLi (7.33 mL, 11.73 mmol) and ethylmagnesium bromide (5.76 mL, 5.76 mmol) in 30 mL toluene was stirred at −30° C. for 30 min, then 5-bromo-1-methyl-1H-indazole (2.25 g, 10.66 mmol) in 5 mL THF was added. After stirring at −10° C. for 1 hour, anhydrous DMF (4.95 mL, 64.0 mmol) was added at −10° C. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was quenched with 1N HCl and concentrated in vacuo. The residue was diluted with water, extracted with DCM twice. The organic layers were combined, dried over Na2SO4 and concentrated. The crude product was purified by flash chromatography (hexane:EtOAc=10:1) to give the title compound as a white solid (1.37 g, 76%). 1H-NMR (400 MHz, DMSO-d6) δ ppm 10.02 (s, 1H), 8.41 (d, 1H), 8.31 (d, 1H), 7.86 (dd, 1H), 7.78 (d, 1H), 4.09 (s, 3H). LCMS (method A): [MH]+=161, tR=4.00 min.

1. stirringAfter stirring at −10° C. for 1 hour
2. temperatureto warm to room temperature
3. stirringstirred for 2 hours
4. customThe reaction was quenched with 1N HCl
5. concentrationconcentrated in vacuo
6. additionThe residue was diluted with water
7. extractionextracted with DCM twice
8. dry with materialdried over Na2SO4
9. concentrationconcentrated
10. customThe crude product was purified by flash chromatography (hexane:EtOAc=10:1)