Hydrochloric Acid → HCID 89783230, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 2-(1-((tert-butoxycarbonyl)amino)ethyl)-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylate (326b) (6.30 g, 12.71 mmol) and LiOH hydrated (2.67 g, 63.6 mmol) in dioxane (24 mL) and water (24 mL) was heated in an oil bath at 100° C. for 10 h. The reaction mixture was concentrated to half of its volume. The remaining mixture was lyophilized for 24 h to give a yellow solid. The yellow solid suspended in 15 mL of dioxane at 0° C. was treated with 35 mL of 4 N HCl in dioxane. The resulting orange mixture was stirred at RT for 2 h. The mixture was concentrated to half of its volume. The insoluble solid was filtered, rinsed with 2×10 mL of ether. The filtrate was discarded. The orange solid was dried in a vacuum oven at 40° C. for 1 h to give 2-(1-aminoethyl)-5-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylic acid hydrochloride (326c), which was used as crude material and based on theoretical yield. m/z (ESI, +ve) 368.1 (M+H)+.

Provenance & Evidence