Hydrochloric Acid → HCID 89783310, compound

Participants

Reaction Conditions

Reaction Steps

To a 50-mL round bottomed flask was added ethyl 2-(2-(benzyloxy)-1-((tert-butoxycarbonyl)amino)ethyl)-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate (468b) (0.97 g, 1.61 mmol), LiOH hydrated (0.34 g, 8.04 mmol), dioxane (10 mL), and water (10 mL). The reaction mixture was heated at 100° C. for 24 h and cooled to RT. The solvent was removed and the product used without further purification. The yellow solid obtained was suspended in HCl (10 mL, 4 N in dioxane) and the reaction mixture was stirred at RT for 2 h. The reaction mixture was concentrated under vacuum and the orange solid obtained was dried to give 2-(1-amino-2-(benzyloxy)ethyl)-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylic acid hydrochloride (468c), which was used as crude material and based on theoretical yield.

Provenance & Evidence