反应详情

温度

80 °C

To a solution of 2-(2-bromo-4,6-dichlorobenzyl)isoindoline-1,3-dione (1.96 mmol) in 16 mL toluene and 0.8 mL water were added K3PO4 (6.85 mmol), triphenylphosphine (0.23 mmol), cyclopropylboronic acid (2.35 mmol) and Pd(OAc)2 (0.15 mmol). The mixture was stirred at 80° C. for 24 h when another portion of cyclopropylboronic acid (1.96 mmol) and Pd(OAc)2 (0.15 mmol) were added. The reaction mixture was stirred at 80° C. for further 4 days, cooled to RT, quenched with sat. aq. NaHCO3 solution and extracted with EtOAc. The combined organic layers were dried over MgSO4 and concentrated in vacuo to give a crude white solid. This solid was dissolved in 15 mL EtOH and 12.6 mL of hydrazine monohydrate was added. After stirring at RT for 30 min, EtOAc was added. The aqueous phase was basified with 1M NaOH solution and extracted 3 times with EtOAc. The combined organic layers were dried over MgSO4 and concentrated. Purification with CC (KP-NH™ from Biotage) gives the desired compound as red/brown oil.

1. additionwere added
2. temperaturecooled to RT
3. customquenched with sat. aq. NaHCO3 solution
4. extractionextracted with EtOAc
5. dry with materialThe combined organic layers were dried over MgSO4
6. concentrationconcentrated in vacuo
7. customto give a crude white solid
8. stirringAfter stirring at RT for 30 min
9. extractionextracted 3 times with EtOAc
10. dry with materialThe combined organic layers were dried over MgSO4
11. concentrationconcentrated
12. customPurification with CC (KP-NH™ from Biotage)