反应详情

To a stirred solution of (S)-ethyl 3-(4-hydroxyphenyl)hex-4-ynoate (1.4 g, 6.09 mmol) in DMF, is added cesium carbonate (5.9 g, 18.1 mmol) and 2-bromo-6-(chloromethyl)-[1,2,4]triazolo[1,5-a]pyridine (1.5 g, 6.09 mmol) and the reaction mixture is stirred at room temperature for 2 hours. The reaction mixture is quenched with ice cold water and extracted with EtOAc (2×200 mL). The organic extract is washed with brine (2×30 mL), dried over sodium sulphate, and concentrated. The crude material is purified by silica gel chromatography (combiflash purifier 10 g redisep column) eluting with 25% EtOAc in hexane to give the title compound as a yellow sticky oil (1.4 g, 54%). LCMS m/z 442 (M+H)+.

1. customThe reaction mixture is quenched with ice cold water
2. extractionextracted with EtOAc (2×200 mL)
3. extractionThe organic extract
4. washis washed with brine (2×30 mL)
5. dry with materialdried over sodium sulphate
6. concentrationconcentrated
7. customThe crude material is purified by silica gel chromatography (combiflash purifier 10 g redisep column)
8. washeluting with 25% EtOAc in hexane