4-Ethoxyaniline → HCID 22125149, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 158 mg (0.35 mmol) of 3-(2,6-dichlorophenyl)-7-methanesulfonyl-3,4-dihydro-1-phenylpyrimido[4,5-d]pyrimidin-2(1H)-one (prepared in Example 7) and 250 μl (1.9 mmol) of 4-ethoxyaniline were heated at 90° C. for 2 hours. The reaction mixture was partitioned between dichloromethane (10 ml) and 2M hydrochloric acid (10 ml) and the dichloromethane layer separated, washed with saturated aqueous sodium bicarbonate (10 ml), dried over magnesium sulfate, filtered and evaporated. The crude material was purified by flash chromatography on silica gel, eluting with 1:1 ethyl acetate/hexane. Product containing fractions were combined and evaporated to give 126 mg (71%) of 3-(2,6-dichlorophenyl)-7-(4-ethoxyanilino)-3,4-dihydro-1-phenylpyrimido[4,5-d]pyrimidin-2(1H)-one as a white solid of melting point 224-226° C. [Mass spectrum (ESI) MH+ =506].

Provenance & Evidence