Potassium Hydroxide → HCID 67305957, compound

Participants

Reaction Conditions

Reaction Steps

1-(4-amino-6-methoxynaphthalen-2-yl)ethanone hydrochloride (3) (3.0 g) and bis(2-chloroethyl)amine hydrochloride (2.54 g) were charged in a flask and to them was added toluene (100 ml) and diisopropylethylamine (6.5 ml). The reaction was heated to 120° C. and allowed to stir overnight. Upon completion, 5 N aqueous potassium hydroxide (50 ml) and water (100 ml) were added and the reaction was allowed to stir for 2 hours at room temperature. The liquids were decanted and to them was added concentrated hydrochloric acid until the aqueous was made acidic. 1-(6-methoxy-4-(piperazin-1-yl)naphthalen-2-yl)ethanone (106) was an orange-brown solid that was filtered and used with no further purification (3.5 g) LCMS (m/z): 285 [M+H].

Provenance & Evidence