反应详情

温度

75 °C

A mixture of 3-bromo-1-(4-methoxybenzyl)-5-(pyrrolidin-1-yl)-1H-1,2,4-triazole (197 mg, 584 μmol, Eq: 1.00), ethynyltrimethylsilane (115 mg, 164 μl, 1.17 mmol, Eq: 2) and triethylamine (88.7 mg, 122 μl, 876 μmol, Eq: 1.5) in tetrahydrofuran (3 ml) was purged for 5 minutes with nitrogen. Then copper (I) iodide (1.11 mg, 5.84 μmol, Eq: 0.01), bis(triphenylphosphine) palladium(II) chloride (4.1 mg, 5.84 μmol, Eq: 0.01) and triphenylphosphine (1.53 mg, 5.84 μmol, Eq: 0.01) were added, the vessel was capped and heated to 75° C. for 18 hours. The crude material was applied on silicagel and purified by flash chromatography over a 20 g silicagel column using heptane/ethyl acetate 10-30% as eluent affording 1-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-3-trimethylsilanylethynyl-1H-[1,2,4]triazole (95 mg/45.9%) as an orange oil. MS: m/e=355.4 (M+H+)

1. customwas purged for 5 minutes with nitrogen
2. customthe vessel was capped
3. custompurified by flash chromatography over a 20 g silicagel column