5-Aminoimidazole-4-carboxamide hydrochloride → 4-(4-Methylphenyl)imidazo[1,5-a]pyrimidine-8-carboxamide

Participants

Reaction Steps

A mixture of 15.0 g of 3-dimethylamino-4'-methylacrylophenone (prepared as described in Example 11) and 10.0 g of 4-amino-5-imidazolecarboxamide hydrochloride in 150 ml of glacial acetic acid was stirred and heated at reflux for 4 hours. The mixture was evaporated in vacuo to give a yellow crystalline solid. The solid was treated with saturated sodium bicarbonate solution and was collected by filtration, and then it was recrystallized from acetonitrile to give 10.7 g of the desired product as yellow crystals, mp 263°-266° C.

Provenance & Evidence