反应详情

温度

90 °C

To a mixture of 1-[4-(5-bromo-2,3-dihydro-benzofuran-2-yl)-piperidin-1-yl]-2,2,2-trifluoro-ethanone (2.50 g) and 4-(methanesulfonyl)phenyl boronic acid (1.45 g) in N,N-dimethylformamide (25 mL) a 2 M aqueous Na2CO3 solution (8.26 mL) is added. The mixture is sparged with argon for 10 min and PdCl2[1,1′-bis(diphenylphosphino)-ferrocene].CH2Cl2 complex (540 mg) is added. The resulting mixture is stirred over night at 90° C. After cooling to room temperature, water (50 mL) and ethyl acetate (100 mL) are added and the aqueous phase is extracted with ethyl acetate. The organic phase is washed with water and brine, dried (MgSO4), and the solvent is evaporated. The residue is chromatographed on silica gel [dichloromethane/(methanol/NH4OH 9:1) 90:10-80:20] to give the title compound, since the trifluoroacetyl group is removed under the reaction conditions. LC (method 1): tR=0.88 min; Mass spectrum (ESI+): m/z=358 [M+H]+.

1. additionis added
2. customThe mixture is sparged with argon for 10 min
3. additionCH2Cl2 complex (540 mg) is added
4. temperatureAfter cooling to room temperature
5. additionwater (50 mL) and ethyl acetate (100 mL) are added
6. extractionthe aqueous phase is extracted with ethyl acetate
7. washThe organic phase is washed with water and brine
8. dry with materialdried (MgSO4)
9. customthe solvent is evaporated
10. customThe residue is chromatographed on silica gel [dichloromethane/(methanol/NH4OH 9:1) 90:10-80:20]