反应详情

温度

80 °C

To a suspension of NaOtBu (500 mg, 5.2 mmol) and [1-(2-{[tert-butyl(methyl)silyl]oxyl}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl](4-chloropyridin-2-yl)methanone (Preparation 44, 1.65 g, 3.71 mmol) in DME (5 mL) was added a solution of palladium acetate (41.8 mg, 0.186 mmol) and (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine (103 mg, 0.186 mmol) in DME (2 mL) followed by a solution of benzophenone imine (808 mg, 4.46 mmol) in DME (2 mL). The reaction was degassed and heated to 80° C. for 30 minutes. The reaction was cooled, filtered through celite and partitioned between EtOAc and water. The organic layer was collected, dried over MgSO4 and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 100% heptanes to 100% EtOAc to afford the title compound as a brown oil (1.4 g, 64%).

1. customThe reaction was degassed
2. temperatureThe reaction was cooled
3. filtrationfiltered through celite
4. custompartitioned between EtOAc and water
5. customThe organic layer was collected
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo
8. customThe residue was purified
9. washeluting with 100% heptanes to 100% EtOAc