反应详情

温度

20 °C

A 50 mL round bottom flask was charged with tert-butyl 4-(5-bromo-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate (0.5 g, 1.3 mmol), Pd(PPh3)2Cl2 (140.3 mg, 0.20 mmol) and toluene (8 mL) under N2. To the above was injected a 2 M solution of isobutylzinc(II) bromide in THF (10.4 mL, 5.2 mmol). The resulting mixture was stirred under N2 at 20° C. for 0.5 h then 100° C. overnight. Work-up: the reaction mixture was filtered. The filter cake was washed with EtOAc (10 mL) and the filtrate was extracted with more EtOAc (10 mL×3). The combined organic solutions were washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with 2% methanol in dichloromethane, to afford 0.30 g (64%) of tert-butyl 4-(5-isobutyl-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate as a yellow solid. MS m/z: 361 (M+H+).

1. custom100° C. overnight
2. filtrationthe reaction mixture was filtered
3. washThe filter cake was washed with EtOAc (10 mL)
4. extractionthe filtrate was extracted with more EtOAc (10 mL×3)
5. washThe combined organic solutions were washed with brine
6. dry with materialdried over anhydrous Na2SO4
7. concentrationconcentrated in vacuo
8. customThe residue was purified by flash column chromatography on silica gel with 2% methanol in dichloromethane