反应详情

温度

90 °C

A mixture of (R)-2-methylpiperazine (2.2 g, 22.1 mmol, 1.0 eq.), tris(dibenzylidene acetone)dipalladium(0) (607 mg, 0.66 mmol, 0.03 eq.) and (+/−)-BINAP (137 mg, 0.22 mmol; 0.01 eq.) in toluene was degassed 15 min under N2. 4-bromo-4′-fluorobiphenyl (4.99 g, 19.9 mmol, 0.90 eq.) was added followed by sodium tert-butoxide (2.97 g, 30.9 mmol, 1.4 eq.). The resulting mixture was heated to 90° C. for 14 h. The reaction was cooled to room temperature, filtered on a bed of cellite and washed with Et2O. The combined organic layers were then washed with H2O (3×), dried over MgSO4, filtered and evaporated to give a dark brown oil. This residue was purified by chromatography on silica gel (DCM/MeOH 20/80) to give the title product as off white solid (3.0 g, 50%) M+(ESI): 271.3. HPLC (Condition A), Rt: 2.8 min (HPLC purity: 99.8%).

1. customwas degassed 15 min under N2
2. temperatureThe reaction was cooled to room temperature
3. filtrationfiltered on a bed of cellite
4. washwashed with Et2O
5. washThe combined organic layers were then washed with H2O (3×)
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customevaporated
9. customto give a dark brown oil
10. customThis residue was purified by chromatography on silica gel (DCM/MeOH 20/80)