Potassium Carbonate → tert-butyl 2,4-difluoro-6-(1-methyl-1H-indol-5-yl)-5-vinylnicotinate

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl 5-bromo-2,4-difluoro-6-(1-methyl-1H-indol-5-yl)nicotinate (128 mg, 0.30 mmol), potassium vinyltrifluoroborate (80 mg, 0.60 mmol), Pd(OAc)2 (4.7 mg, 0.012 mmol), SPhos (17 mg, 0.024 mmol), aqueous K2CO3 (2.0 M×0.45 mL, 0.9 mmol) and dioxane (2.0 mL) were stirred at 70° C. under Ar overnight. The mixture was cooled and extracted with ethyl acetate. The organic layers were combined, dried, evaporated and purified by silica chromatography (0-5% ethyl acetate in hexanes) to give tert-butyl 2,4-difluoro-6-(1-methyl-1H-indol-5-yl)-5-vinylnicotinate (72 mg, 64%).

Provenance & Evidence