反应详情

To a solution of trans-3-(3-chloro-phenyl)-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester (50 mg) and 3-(methylsulfonyl)phenylboronic acid (40.3 mg) in a mixture of DMA/water (1.1 mL, 10:1) was added Cs2CO3 (87.6 mg) and [(t-Bu)2P(OH)]2PdCl2 (POPd) (8.1 mg). The reaction mixture was irradiated with microwave at 90° C. for 10 min, and at 140° C. for 10 and 15 min. Water was added, the phases were separated, and the inorganic one was extracted with ethyl acetate (×2). The organic layers were combined, washed with brine, dried (Na2SO4) and concentrated in vacuo. Column chromatography (SiO2, n-heptanelethyl acetate 1:1, and on ISOLUTE Flash NH2, n-heptane/ethyl acetate 3:1) yielded trans-3-(3′-methanesulfonyl-biphenyl-3-yl)-4-phenyl-piperidine-1-carboxylic acid tert-butyl ester (33 mg, 49%) as a colorless oil, MS: 509.3 (M+NH4)+.

1. customThe reaction mixture was irradiated with microwave at 90° C. for 10 min
2. customat 140° C.
3. customfor 10 and 15 min
4. customthe phases were separated
5. extractionthe inorganic one was extracted with ethyl acetate (×2)
6. washwashed with brine
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated in vacuo