Hydrochloric Acid → HCID 136174531, compound

Participants

Reaction Steps

Hydrogen chloride (3.37 mL of a 4 N solution in 1,4-dioxane) was added to a mixture of tert-butyl 6-amino-9,10-dihydro-8H-imidazo[1′,2′:1,2]imidazo[4,5-c][1,5]naphthyridine-8-carboxylate (0.22 g, 0.67 mmol) in methanol (5 mL), and the resulting solution was stirred for three hours. Analysis by HPLC indicated the presence of starting material, and additional hydrogen chloride solution (3 mL) was added. The reaction was stirred at room temperature overnight and concentrated under reduced pressure. The resulting orange solid was triturated with hot acetonitrile and methanol, isolated by filtration, and washed with diethyl ether to provide 173 mg of 9,10-dihydro-8H-imidazo[1′,2′:1,2]imidazo[4,5-c][1,5]naphthyridin-6-amine as a pale orange solid.

Provenance & Evidence