反应详情

温度

100 °C

To a suspension of 7-bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrile (Example 12, Step 9) in 1-propanol (0.1 M) was added [(E)-2-(4-fluorophenyl)vinyl]boronic acid (1.5 equiv), 2.0 M aqueous Na2CO3 solution (2.5 equiv), and a 3:1 mixture of Ph3P:Pd(OAc)2 (0.1 equiv). The mixture was degassed and then stirred at 100° C. for 2.5 h, and was then partitioned between EtOAc/THF and H2O. The organic layer was washed with H2O and brine, and was then dried (MgSO4), filtered, and evaporated. The crude material was purified by flash chromatography, eluting with 1:1 Et2O:hexanes. The product was stirred with 1:10 EtOAc:hexanes containing trace acetone to yield the title compound as a pale yellow solid after filtration.

1. customThe mixture was degassed
2. customwas then partitioned between EtOAc/THF and H2O
3. washThe organic layer was washed with H2O and brine
4. dry with materialwas then dried (MgSO4)
5. filtrationfiltered
6. customevaporated
7. customThe crude material was purified by flash chromatography
8. washeluting with 1:1 Et2O
9. stirringThe product was stirred with 1:10 EtOAc