反应详情

To a solution of ethyl (7-iodo-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl)acetate (1.00 g, 2.87 mmol) in a degassed (with Ar stream) mixture of 1,4-dioxane/H2O (25/5 mL) 3-chloro-phenylboronic acid (898 mg, 5.74 mmol), cesium carbonate (2.807 g, 8.61 mmol), and at the end 1,1′-bis(diphenylphosphino)ferrocenepalladium(II) dichloride, complex with dichloromethane (1:1) (234 mg 0.287 mmol) were added. The reaction mixture was capped under argon atmosphere and stirred at 80° for 2 h. The solvent was evaporated under vacuum and the residue partitioned between ethyl acetate and water. The organic phase was dried on Na2SO4 and concentrated to dryness. The crude was purified by chromatography on a silica gel column (eluent: DCM/EtOAc/EtOH: 60/35/5) to afford 0.573 g (60% yield) as a light brown solid.

1. customThe reaction mixture was capped under argon atmosphere
2. customThe solvent was evaporated under vacuum
3. customthe residue partitioned between ethyl acetate and water
4. customThe organic phase was dried on Na2SO4
5. concentrationconcentrated to dryness
6. customThe crude was purified by chromatography on a silica gel column (eluent: DCM/EtOAc/EtOH: 60/35/5)
7. customto afford 0.573 g (60% yield) as a light brown solid