反应详情

温度

-78 °C

BuLi (1.6 M in hexane, 12.0 mL, 19.2 mmol) was added to the sol. of 5-bromo-2-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-pyridine (5.45 g, 14.4 mmol) in THF (120 mL) at −78° C. The mixture was stirred at −78° C. for 60 min, and ZnCl2 (1M in THF, 28.9 mL, 28.9 mmol) was added. The mixture was allowed to warm up to rt, and compound A1 (4.00 g, 9.63 mmol) in dry THF (50 mL) and Pd(PPh3)4 (277 mg, 0.240 mmol) in THF (2 mL) were added. The mixture was heated to 70° C. for 1 h, and was quenched with aq. sat. NH4Cl (70 mL). The mixture was extracted with EtOAc (3×). The combined org. layers were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of crude by FC(CH2Cl2/MeOH 99:1→98:2→97:3→96:4→95:5) yielded the title compound (4.25 g, 78%). LC-MS: tR=1.16 min; ES+: 563.11.

1. temperatureto warm up to rt
2. temperatureThe mixture was heated to 70° C. for 1 h
3. customwas quenched with aq. sat. NH4Cl (70 mL)
4. extractionThe mixture was extracted with EtOAc (3×)
5. dry with materiallayers were dried over MgSO4
6. filtrationfiltered
7. customthe solvents were removed under reduced pressure
8. customPurification of crude by FC(CH2Cl2/MeOH 99:1→98:2→97:3→96:4→95:5)