4-(2-(Diethylamino)ethoxy)aniline → HCID 22125084, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 200 mg (0.55 mmol) of 3-(4-methoxybenzyl)-7-methanesulfonyl-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one and 300 mg (1.4 mmol) of 4-[2-(diethylamino)ethoxy]aniline was heated at 180° C. for 20 minutes and then cooled. The residue was subjected to column chromatography on silica gel using dichloromethane/methanol/acetic acid/water (240:24:3:2) for the elution. Product-containing fractions were combined, evaporated and the residue was evaporated with toluene. The residue was then dissolved in 40 ml of dichloromethane, washed with 40 ml of saturated aqueous sodium bicarbonate solution, dried over magnesium sulfate, filtered and evaporated. The residue was triturated in hexane, filtered off and dried to give 20 mg (7%) of 7-[4-[2-(diethylamino)ethoxy]anilino]-3,4-dihydro-3-(4-methoxybenzyl)-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one as a white solid of melting point 112° C.

Provenance & Evidence