Ammonia → 6-(1-Ethyl-4-phenyl-1H-imidazol-5-yl)thieno[2,3-d]pyrimidin-4-amine

Participants

Reaction Steps

mCPBA (70-75%, 160 mg) was added to a stirred solution of 6-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidine (Intermediate 70) (91 mg) in DCM (8 mL) and allowed to stir at ambient temperature for 45 minutes. NH3 (0.5M in dioxane) (10 mL) was then added and the reaction was allowed to stir for 2 days with further NH3 (0.5M in dioxane) (5 mL) added after 16 hours. The reaction mixture was concentrated in vacuo and the crude product purified by flash chromatography on silica eluting with isohexane:EtOAc (1:1) then 0-10% (7M NH3 in MeOH) in EtOAc to afford the title compound as a solid (40 mg, 48%);

Provenance & Evidence