O-ethylhydroxylamine hydrochloride → 2-methyl-1-[(2-nitrobenzyl)oxy]-1H-imidazo[4,5-c]quinoline

Participants

Reaction Steps

The method of Part B of Example 20 was followed using N-(4-chloroquinolin-3-yl)acetamide (10.6 g, 48.0 mmol) in lieu of 4-chloroquinolin-3-ylformamide and O-(2-nitrobenzyl)hydroxylamine hydrochloride (10.8 g, 52.8 mmol) in lieu of O-ethylhydroxylamine hydrochloride in isopropanol (120 mL). Chromatographic purification was carried out eluting with 5% methanol in dichloromethane containing 2 mL of aqueous ammonium hydroxide per liter of eluent to provide 7.6 g of 2-methyl-1-[(2-nitrobenzyl)oxy]-1H-imidazo[4,5-c]quinoline.

Provenance & Evidence