反应详情

5-bromo-N-[4-methoxy-3-(4-methyl-1-piperazinyl)phenyl]thiophene-2-carboxamide (0.31 g;0.76 mmol) was stirred with 4-pyridylboronic acid (0.093 g;0.76 mmol), tetrakis(triphenylphosphine)palladium(0) (0.045 g;5 mol %) and anhydrous sodium carbonate (0.089 g;0.84 mmol) in water (14 ml) and DME (14 ml) and the whole heated at reflux under Ar (18 hours). The reaction mixture was poured into 10% Na2CO3 (aq) (30 ml) and extracted into CHCl3. The organic extracts were combined, dried over Na2 SO4, filtered and the filtrate evaporated in vacuo to a brown gum. The gum was purified by flash silica-gel chromatography and eluted with 4%MeOH/CHCl3 to yield a yellow, semi-solid residue which was triturated with acetone/Et2O. The solid that formed was collected by filtration and dried in vacuo to yield the tide compound as a yellow solid (0.2 g;65%), mp=191-194° C.

1. temperaturethe whole heated
2. temperatureat reflux under Ar (18 hours)
3. extractionextracted into CHCl3
4. customdried over Na2 SO4
5. filtrationfiltered
6. customthe filtrate evaporated in vacuo to a brown gum
7. customThe gum was purified by flash silica-gel chromatography
8. washeluted with 4%MeOH/CHCl3
9. customto yield a yellow, semi-solid residue which
10. customwas triturated with acetone/Et2O
11. customThe solid that formed
12. filtrationwas collected by filtration
13. customdried in vacuo