Water → 6-[N-(2-benzyloxy-5-bromobenzyl)-N-ethylamino]pyridazine-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of N-ethyl-N-(2-benzyloxy-5-bromobenzyl)amine hydrochloride salt (87 g), 6-chloropyridazine-3-carboxamide (35 g) and NaHCO3 (41 g) in 1-methyl-2-pyrrolidinone was heated at 115° C. for 24 hours, cooled to 20° C. and added to water (1100 ml) with vigorous stirring, maintaining the temperature below 30° C. with external cooling. Ethyl acetate (725 ml) was added and the mixture stirred at 20° C. for 2 hours. The precipitate was filtered, dried, washed with 40-60 petroleum ether and dried under vacuum at 65° C. to give 6-[N-(2-benzyloxy-5-bromobenzyl)-N-ethylamino]pyridazine-3-carboxamide (83 g, 84.7% yield), mpt. 171°-172° C.

Provenance & Evidence