Dimethylformamide → 6-[N-(5-Chloro-2-(cyclopropylmethoxy)benzyl)-N-ethylamino]pyridazine-3-carboxamide

Participants

Reaction Steps

A mixture of N-ethyl-5-chloro-2-(cyclopropylmethoxy)benzylamine (reference example 20) (4.4 g, 18.4 mmol), 6-chloropyridazine-3-carboxamide (3.0 g 19 mmol), di-isopropylethylamine (5.0 ml, 29 mmol) and DMF (25 ml) was stirred at reflux for 16 hours. The mixture was cooled and diluted with water (50 ml), the gum was allowed to settle out and the supernatant liquor decanted. The gum was dissolved in dichloromethane and stirred while adding 2N hydrochloric acid (50 ml). A precipitate formed after 10 minutes. The solid was filtered off and washed with dichloromethane (10 ml) and ether (20 ml) to give a buff solid (3.8 g, 61%) m.p. 177-8° C.

Provenance & Evidence