Hydrochloric Acid → HCID 89783476, compound

Participants

Reaction Conditions

Reaction Steps

A glass microwave reaction vessel was charged with ethyl 2-(((tert-butoxycarbonyl)amino)methyl)-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate (334b) (0.27 g, 0.56 mmol), LiOH hydrated (0.12 g, 2.82 mmol), dioxane (3 mL), and water (1 mL). The reaction mixture was stirred and heated in an Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Uppsala, Sweden) at 110° C. for 3 h. The reaction mixture was acidified with HCl (1 N, 5 mL) and the orange solid obtained was filtered, washed with water, ether, and dried in a vacuum oven at 50° C. for 3 h. The orange solid was suspended in dioxane (2 mL), treated with HCl (2 mL of 4 N in dioxane), and stirred at RT for 4 h. The mixture was concentrated to half of its volume and the orange solid obtained was filtered, washed with ether and dried to give 2-(aminomethyl)-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylic acid hydrochloride (334c), which was used as crude material and based on theoretical yield.

Provenance & Evidence