Aniline → HCID 22124973, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 180 mg (0.37 mmol) of 3-(2-bromophenyl)-3,4-dihydro-1-[4-(hydroxymethyl)phenyl]-7-methanesulfonyl-pyrimido[4,5-d]pyrimidin-2(1H)-one and 0.34 ml (3.7 mmol) of aniline was heated at 120° C. for 3 hours. The reaction mixture was cooled to room temperature then triturated with 5 ml of 2M hydrochloric acid. The fawn solid was collected by filtration, washed with water then diethyl ether. The crude material was purified by flash chromatography on silica gel, using 3% methanol in dichloromethane for the elution. Product containing fractions were combined and evaporated to give 65 mg (35%) of 7-anilino-3-(2-bromophenyl)-3,4-dihydro-1-[4-(hydroxymethyl)phenyl]pyrimido[4,5-d]pyrimidin-2(1H)-one as an off-white solid of melting point 129-132° C. [Mass spectrum (ESI) MH+ =502].

Provenance & Evidence