反应详情

A round bottom flask containing ethyl 5-(2-chloropyridin-4-yloxy)-4,6-dimethylnicotinate (7.5 g, 25 mmol), tert-butyl carbamate (8.6 g, 73 mmol), potassium phosphate (tribasic) (5.7 g, 27 mmol), tris(dibenzylideneacetone)dipalladium (1.1 g, 1.2 mmol), and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (1.1 g, 1.8 mmol) was suspended in toluene (200 mL) and water (40 mL). The solution was degassed with nitrogen and then stirred at 90 C for 4 hours. The solution was filtered through GF/F paper and diluted with water. The material was then extracted with EtOAc and the organic layer was dried, and concentrated. The residue was then slowly diluted in TFA (50 mL) and stirred at ambient temperature for 6 hours. The solution was concentrated, diluted with water, and neutralized with saturated NaHCO3 solution. The material was extracted with EtOAc and the organic layer was dried, and concentrated. Flash chromatography of the residue (10% MeOH/EtOAc) gave the title compound (3.8 g, 54%).

1. customThe solution was degassed with nitrogen
2. filtrationThe solution was filtered through GF/F paper
3. additiondiluted with water
4. extractionThe material was then extracted with EtOAc
5. customthe organic layer was dried
6. concentrationconcentrated
7. additionThe residue was then slowly diluted in TFA (50 mL)
8. stirringstirred at ambient temperature for 6 hours
9. concentrationThe solution was concentrated
10. additiondiluted with water
11. extractionThe material was extracted with EtOAc
12. customthe organic layer was dried
13. concentrationconcentrated