Phosphorus oxychloride → 4-Chloro-6-(4-phenoxyphenyl)-2-phenylpyrimidine-5-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of crude 6-oxo-4-(4-phenoxyphenyl)-2-phenyl-1,6-dihydropyrimidine-5-carbonitrile and phosphorus oxychloride (4 mL) was stirred at 90° C. for 1 h, concentrated, dissolved in dichloromethane (10 mL) and water (20 mL) and carefully neutralized with solid potassium carbonate until CO2 bubbling stopped. The mixture was extracted with dichloromethane (3×5 mL). The combined extracts were dried (MgSO4) and concentrated to give crude 4-chloro-6-(4-phenoxyphenyl)-2-phenylpyrimidine-5-carbonitrile as tan solid. The crude material was taken to next reaction without purification. MS (ES+) m/z: 384 (M+H); LC retention time: 5.190 min (analytical HPLC Method 13 except with 2 min hold at 100% B).

Provenance & Evidence