Aniline → HCID 22125121, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.09 g (2.2 mmol) of 3-(2,4-dichlorophenyl)-3,4-dihydro-1-[3-(2-hydroxyethyl)phenyl]-7-methanesulfonyl-pyrimido[4,5-d]pyrimidin-2(1H)-one and aniline was heated at 120° C. for 1 hour. The reaction mixture was partitioned between dichloromethane (20 ml) and 2M hydrochloric acid (20 ml) and the dichloromethane layer separated, washed with saturated aqueous sodium bicarbonate (20 ml), dried over magnesium sulfate, filtered and evaporated. The crude material was purified by flash chromatography on silica gel, eluting with 5:1 ethyl acetate/hexane. Product containing fractions were combined and evaporated to give 630 mg (55%) of 7-anilino-3-(2,4-dichlorophenyl)-3,4-dihydro-1-[3-(2-hydroxyethyl)phenyl]pyrimido[4,5-d]pyrimidin-2(1H)-one as a white solid of melting point 213-217° C. [Mass spectrum (ESI) MH+ =506].

Provenance & Evidence