反应详情

温度

100 °C

To a nitrogen gas purged microwave vial of N2-[5-(5-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-yl]-N-(2,2,2-trifluoroethyl)valinamide, 2-1a (1380 mg, 2.482 mmol), palladium(II) acetate (80 mg, 0.356 mmol) and (2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)ferrocene (188 mg, 0.339 mmol) in DME (5 mL) was added benzylamine (0.407 mL, 3.72 mmol) followed by 1M lithium bis(trimethylsilyl)amide/THF (3.72 mL, 3.72 mmol). The reaction mixture was sealed and heated in an oil bath at 100° C. in a sealed microwave vessel for 18 h. An additional amount of palladium(II) acetate (80 mg, 0.356 mmol) and (2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)ferrocene (188 mg, 0.339 mmol), benzylamine (0.407 mL, 3.72 mmol) followed by 1M lithium bis(trimethylsilyl)amide/THF (3.72 mL, 3.72 mmol) was added and the reaction was allowed to stir at 100° C. for 2 h. The reaction was quenched with aq. KHSO4, diluted with ethyl acetate. The organic layer was washed with aq. NaHCO3, dried over sodium sulfate, filtered and concentrated to an oil. The oil purified on silica gel (EtOAc/hexane; 50-100%) to afford the title compound, 5-1a.

1. customThe reaction mixture was sealed
2. additionwas added
3. customThe reaction was quenched with aq. KHSO4
4. additiondiluted with ethyl acetate
5. washThe organic layer was washed with aq. NaHCO3
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated to an oil
9. customThe oil purified on silica gel (EtOAc/hexane; 50-100%)