反应详情

温度

100 °C

To a stirred solution of ethyl (3S)-3-[4-[(2-bromo-[1,2,4]triazolo[1,5-a]pyridin-6-yl)methoxy]phenyl]hex-4-ynoate (0.25 g, 0.57 mmol) and 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile (0.14 g, 0.5 mmol) in dioxane (115 mL) is added K2CO3 (0.15 g, 1.134 mmol). The mixture is purged with argon for 30 minutes, Pd(PPh3)4 (0.032 g, 0.027 mmol) is added and the mixture is heated at 100° C. for 5 hours. The reaction mixture is cooled to room temperature, filtered through diatomaceous earth. The filtrate is evaporated under reduced pressure and concentrated to dryness. The crude material is purified by silica gel chromatography (combiflash) eluting with 30% EtOAc/hexane to give the title compound as a brown liquid (0.170 g, 68.75%). LCMS m/z 464 (M+H).

1. customThe mixture is purged with argon for 30 minutes
2. temperatureThe reaction mixture is cooled to room temperature
3. filtrationfiltered through diatomaceous earth
4. customThe filtrate is evaporated under reduced pressure
5. concentrationconcentrated to dryness
6. customThe crude material is purified by silica gel chromatography (combiflash)
7. washeluting with 30% EtOAc/hexane