反应详情

3-Chloro-5-methyl-2H-isoquinolin-1-one (50 mg, 0.26 mmol), 4-carboxybenezeneboronic acid (64 mg, 0.39 mmol), K2CO3 (73 mg, 0.52 mmol) and Pd(dppf)Cl2 (11 mg, 0.013 mmol) in DME/EtOH/H2O 4:0.5:1 (2.75 mL) were added to a microwave vial and the reaction mixture purged with N2 for 10 min. The reaction mixture was irradiated using a microwave (300 W, 120° C., 2 h). The reaction mixture was concentrated in vacuo, water added and the mixture acidified to pH2 with 0.2M HCl aq. A brown solid precipiated from the solution which was filtered and dried in vacuo, dissolved in DMF and passed through a Si-thiol cartridge, eluting with DMF (4× column volumes) and the solvent removed in vacuo. The resulting solid was triturated with MeOH, filtered and dried to give 4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzoic acid as a beige solid (29 mg, 40%).

1. customthe reaction mixture purged with N2 for 10 min
2. customThe reaction mixture was irradiated
3. customa microwave (300 W, 120° C., 2 h)
4. concentrationThe reaction mixture was concentrated in vacuo, water
5. additionadded
6. filtrationwas filtered
7. customdried in vacuo
8. dissolutiondissolved in DMF
9. washeluting with DMF (4× column volumes)
10. customthe solvent removed in vacuo
11. customThe resulting solid was triturated with MeOH
12. filtrationfiltered
13. customdried