反应详情

温度

60 °C

2-Amino-5-bromopyrazine (1.50 g, 8.6 mmol) was dissolved in anhydrous, deoxygenated DMF (24.5 mL) with triethylamine (10.5 mL). Copper(I) iodide (0.33 g, 1.7 mmol), tetrakis(triphenylphosphine)-palladium(0) (0.61 g, 0.51 mmol) and tert-butyldimethyl(prop-2-ynyloxy)silane (1.90 g, 11.2 mmol) were added and the solution was stirred overnight at 60° C., then cooled and partitioned between water and dichloromethane. The aqueous phase was extracted with dichloromethane and the combined organic phases were dried (Na2SO4) and evaporated. The residue was purified by silica chromatography to give 2-amino-5-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)pyrazine (2.06 g, 91%) as a brown solid.

1. customdeoxygenated DMF (24.5 mL) with triethylamine (10.5 mL)
2. temperaturecooled
3. custompartitioned between water and dichloromethane
4. extractionThe aqueous phase was extracted with dichloromethane
5. dry with materialthe combined organic phases were dried (Na2SO4)
6. customevaporated
7. customThe residue was purified by silica chromatography