반응 #157161

반응 방정식

methyl 3-amino-6-bromopicolinate

cyclohexyl zincbromide

THF

→

methyl 3-amino-6-cyclohexylpicolinate

수율 98.0%

반응 조건

후처리

1. 1
   여과The reaction was filtered
2. 2
   세척washed with EtOAc
3. 3
   세척The organic was washed with H2O (100 mL), NaCl(sat.) (50 mL)
4. 4
   건조dried over MgSO4
5. 5
   기타the volatiles were removed in vacuo
6. 6
   기타The product was purified on silica utilizing the Isco 0-65% gradient of hexane/EtOAc

실험 절차

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.

출처