反应详情

A mixture of tert-butyl 5-bromo-1H-indazole-1-carboxylate (Intermediate 3) (1.07 g) {5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl}boronic acid (Intermediate 64) (0.85 g) sodium carbonate (1.9 g) and tetrakis(triphenylphosphine)palladium(0) (0.42 g) in 1,2-dimethoxyethane (70 ml) was stirred at reflux under nitrogen for 20 h. the solvent was removed and the residue was partitioned between water (50 ml) and ethyl acetate (50 ml). The aqueous layer was re-extracted with ethyl acetate (3×30 ml) and the combined organic extracts were dried using a hydrophobic filter tube and concentrated under vacuum. The residue was purified by column chromatography on silica eluting with cyclohexane:ethyl acetate (75:25 to 60:40) to give the title compound (3.1 g).

1. temperatureat reflux under nitrogen for 20 h. the solvent
2. customwas removed
3. customthe residue was partitioned between water (50 ml) and ethyl acetate (50 ml)
4. extractionThe aqueous layer was re-extracted with ethyl acetate (3×30 ml)
5. customthe combined organic extracts were dried
6. concentrationconcentrated under vacuum
7. customThe residue was purified by column chromatography on silica eluting with cyclohexane:ethyl acetate (75:25 to 60:40)