反应详情

To a 2-5 mL microwave vial containing a solution of [2-(4-isopropoxycyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane] (375 mg, 1.410 mmol) in acetonitrile (2 mL), ethyl 5-bromo-4-methylisoxazole-3-carboxylate (Intermediate A) (330 mg, 1.410 mmol) was added followed by K2CO3 (585 mg, 4.23 mmol), PdCl2(dppf).CH2Cl2 adduct (11.51 mg, 0.014 mmol) and water (2 mL). The vial was flushed with nitrogen and treated in the microwave (Biotage Smith Initiator) at 80° C. for 90 minutes. The reaction mixture was partitioned between water (30 mL) and EtOAc (30 mL). The organic phase was washed with brine (30 mL), dried over MgSO4, filtered through a Celite® pad and the filtrate was concentrated under reduced pressure. The crude material was adsorbed onto silica and purification by chromatography eluting with 0-60% EtOAc in iso-hexane afforded the title compound;

1. customThe vial was flushed with nitrogen
2. additiontreated in the microwave (Biotage Smith Initiator) at 80° C. for 90 minutes
3. customThe reaction mixture was partitioned between water (30 mL) and EtOAc (30 mL)
4. washThe organic phase was washed with brine (30 mL)
5. dry with materialdried over MgSO4
6. filtrationfiltered through a Celite® pad
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe crude material was adsorbed onto silica and purification by chromatography
9. washeluting with 0-60% EtOAc in iso-hexane