N,N-Dimethylaniline → HCID 57839032, compound

Participants

Reaction Steps

To a stirred solution of ethyl 4-(2,4-dichlorophenyl)-6-oxo-2-phenyl-1,6-dihydropyrimidine-5-carboxylate (372 mg, 0.91 mmol) in doixane (6 mL) was added POCl3 (0.4 mL, 4.55 mmol) and N,N-dimethylaniline (11.5 μL, 0.09 mmol). After 4 hrs at 70° C., the reaction was concentrated under reduced pressure and diluted with EtOAc (100 mL). The organic layer was extracted with saturated NaHCO3 solution (2×60 mL), brine (50 mL), dried (MgSO4), filtered and concentrated under reduced pressure. The crude reaction product was purified by flash chromatography (silica gel, 30% EtOAc/hexane) to give ethyl 4-chloro-6-(2,4-dichlorophenyl)-2-phenylpyrimidine-5-carboxylate (360 mg, 97% for 3 steps) as a clear oil.

Provenance & Evidence