反应详情

Add 2.0 M lithium diisopropylamide (9.76 mL, 19.52 mmol) to a −78° C. solution of 2-bromo-3-methyl-thiophene (2.0 mL, 17.75 mmol) and THF (30 mL). After 45 minutes add ZnCl2 (0.5 M in THF, 39.0 mL, 19.50 mmol) and stir the solution for 30 min. Add 2-bromo-6-methyl-pyridine (2.4 mL, 21.29 mmol) and Pd(PPh3)4 (0.50 g, 0.44 mmol). Warm the solution to ambient temperature and stir for 2 h. Wash the reaction with saturated NH4Cl solution (20 mL). Wash the aqueous layer with CH2Cl2 (30 mL). Combine the organic layers, wash with saturated NH4Cl solution (20 mL), dry over Na2SO4, filter and concentrate. Purify the resulting residue by silica gel column chromatography (10%-20% EtOAc/hexane gradient) to furnish the title compound (2.34 g, 49%). LC-ES/MS m/z (79Br/81Br) 267.7/269.5 (M+H)+.

1. stirringstir for 2 h
2. washWash
3. customthe reaction with saturated NH4Cl solution (20 mL)
4. washWash the aqueous layer with CH2Cl2 (30 mL)
5. washCombine the organic layers, wash with saturated NH4Cl solution (20 mL)
6. dry with materialdry over Na2SO4
7. filtrationfilter
8. concentrationconcentrate
9. customPurify the resulting residue by silica gel column chromatography (10%-20% EtOAc/hexane gradient)