反应详情

温度

150 °C

A mixture of tert-butyl (4-bromo-2-{[3-(propylsulfonyl)phenyl]ethynyl}phenoxy)acetate (Intermediate 191, 200 mg; 0.41 mmol), 3-thienylboronic acid (78 mg; 0.61 mmol), caesium fluoride (185 mg; 1.22 mmol) and bis(triphenylphosphine)palladium(II) chloride (28 mg; 0.04 mmol) was placed in a microwave tube. The tube was sealed and degased with nitrogen before adding dioxane (4 ml) and water (2 ml). The reaction mixture was heated at 150° C. for 15 minutes in a microwave reaction system. The reaction mixture was taken up in EtOAc and washed with water and brine. The organic phase was dried over MgSO4, filtered and concentrated. The residue was dissolved in DCM (1.00 ml), treated with a 4 N solution of HCl in dioxane (2.0 ml) and stirred for 1 day. The solvents were removed under reduced pressure and the residue purified by preparative HPLC to give the title compound as a white solid.

1. customwas placed in a microwave tube
2. customThe tube was sealed
3. customdegased with nitrogen
4. additionbefore adding dioxane (4 ml) and water (2 ml)
5. washwashed with water and brine
6. dry with materialThe organic phase was dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated
9. dissolutionThe residue was dissolved in DCM (1.00 ml)
10. additiontreated with a 4 N solution of HCl in dioxane (2.0 ml)
11. customThe solvents were removed under reduced pressure
12. customthe residue purified by preparative HPLC