反应详情

温度

150 °C

5-chloro-N,N-bis((2-(trimethylsilyl)ethoxy)methyl)pyrazolo[1,5-a]pyrimidin-7-amine (1.5 g, 3.5 mmol), tributyltin cyanide (1.7 g, 5.3 mmol), tetrakis(triphenylphosphine) palladium (0.8 g, 0.7 mmol), bis(tri-t-butylphosphine) palladium (0.4 g, 0.7 mmol) were charged in a pressure tube. The tube was evacuated and charged with argon for three cycles. Dioxane (20 ml) was added, and the tube was capped and heated at 150° C. with stirring for one hour. After cooling, the mixture was diluted with EtOAc (100 ml) and washed with brine (1×20 ml), dried over MgSO4. Solvent was removed in vacuo and the residue was purified by column chromatography on silica gel. Elution with EtOAc/Hexanes (0-35%) gave desired product, 7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino) pyrazolo[1,5-a]pyrimidine-5-carbonitrile (1.3 g, 90%).

1. customThe tube was evacuated
2. additioncharged with argon for three cycles
3. additionDioxane (20 ml) was added
4. customthe tube was capped
5. temperatureAfter cooling
6. additionthe mixture was diluted with EtOAc (100 ml)
7. washwashed with brine (1×20 ml)
8. dry with materialdried over MgSO4
9. customSolvent was removed in vacuo
10. customthe residue was purified by column chromatography on silica gel
11. washElution with EtOAc/Hexanes (0-35%)