Sodium Carbonate → HCID 178481511, compound

Participants

Reaction Conditions

Reaction Steps

Stir 1-bromo-4-pentafluorosulfanylbenzene (100 mg) together with bis(pinacolato)diboron (90 mg), potassium acetate (104 mg) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (43 mg) in DMF (2 ml) at 80° C. for 2 h. Allow the reaction mixture to cool, then add Na2CO3 (225 mg), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (43 mg), water (0.7 ml) and (S)-tert-butyl 4-(3-bromophenyl)-1,4-dimethyl-6-oxo-tetrahydropyrimidin-2(1H)-ylidenecarbamate (240 mg). Stir the mixture at 80° C. for 3 h. Allow the reaction mixture to cool, dilute with EtOAc (20 ml) and wash with water (2×5 ml). Dry the organic layer (MgSO4), filter and evaporate the filtrate. Chromatograph the residue on a silica gel column and elute with EtOAc/hexanes to afford the product, (S)-tert-butyl 4-(4′-pentafluorosulfanylbiphenyl-3-yl)-1,4-dimethyl-6-oxotetrahydropyrimidin-2(1H)-ylidenecarbamate.

Provenance & Evidence