反应详情

A solution of methyl 3-amino-6-bromopicolinate (1.0 equiv.), cyclohexyl zincbromide 0.5 M solution in THF (1.5 equiv.), and tetrakis(triphenylphosphine)-palladium(0) (0.05 equiv.) was stirred at 50° C. for 15 minutes. The reaction was filtered and washed with EtOAc. The organic was washed with H2O (100 mL), NaCl(sat.) (50 mL), dried over MgSO4, and the volatiles were removed in vacuo. The product was purified on silica utilizing the Isco 0-65% gradient of hexane/EtOAc to yield methyl 3-amino-6-cyclohexylpicolinate (98%). LCMS (m/z): 235.2 (MH+); LC Rt=1.89 min.

1. filtrationThe reaction was filtered
2. washwashed with EtOAc
3. washThe organic was washed with H2O (100 mL), NaCl(sat.) (50 mL)
4. dry with materialdried over MgSO4
5. customthe volatiles were removed in vacuo
6. customThe product was purified on silica utilizing the Isco 0-65% gradient of hexane/EtOAc