反应详情

Iodobenzene (135 μl, 1.2 mmols), 4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester (209 mg, 1 mmols) and triethylamine (167 μl, 1.2 mmols) were dissolved in acetonitrile (6 ml). Dichlorobis(triphenylphosphine)palladium(II) (35 mg, 0.05 mmols) and CuI (10 mg, 0.05 mmols) were added, and reaction mixture was stirred at room temperature overnight and continued to stir at 50 C for two more hours before partitioning between ethyl acetate and water. Organic layer was isolated, washed with 1 N HCl, brine and dried (MgSO4). Solvents were removed and residue was purified by column chromatography on silica gel using solutions of ethyl acetate in hexanes (1:4; 1:2) to yield the title compound (74 mg). LCMS m/e (230, M-t-Bu+2H)

1. customreaction mixture
2. stirringto stir at 50 C for two more hours
3. custombefore partitioning between ethyl acetate and water
4. customOrganic layer was isolated
5. washwashed with 1 N HCl, brine
6. dry with materialdried (MgSO4)
7. customSolvents were removed
8. customresidue was purified by column chromatography on silica gel using solutions of ethyl acetate in hexanes (1:4; 1:2)