反应详情

温度

100 °C

A mixture of 1-(3-bromobenzyl)-5-methyl-1H-1,2,4-triazole-3-carbonitrile (198 mg, 0.71 mmol), 1-methylpiperazine (159 μL, 1.4 mmol), Cs2CO3 (466 mg, 1.4 mmol), dicyclohexyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine (34 mg, 0.07 mmol) and tris(dibenzylideneacetone)dipalladium(0) (65.4 mg, 0.07 mmol) in toluene (3.5 mL) was degassed (freeze-pump-thaw, under N2). The reaction mixture was stirred at 100° C. overnight before being quenched with H2O (5 mL), taken up in EtOAc (15 mL), washed with H2O (3×10 mL), brine (2×10 mL), dried with Na2SO4 and concentrated under reduced pressure. The crude product was purified on a Biotage pre-packed silica gel column with a gradient of 0% to 10% MeOH:DCM to afford 5-methyl-1-(3-(4-methylpiperazin-1-yl)benzyl)-1H-1,2,4-triazole-3-carbonitrile (120 mg, 57%) as a white solid. MS (ES+) C16H20N6 requires: 296 found: 297 [M+H]+.

1. customwas degassed (freeze-pump-thaw, under N2)
2. custombefore being quenched with H2O (5 mL)
3. washwashed with H2O (3×10 mL), brine (2×10 mL)
4. dry with materialdried with Na2SO4
5. concentrationconcentrated under reduced pressure
6. customThe crude product was purified on a Biotage pre-packed silica gel column with a gradient of 0% to 10% MeOH