Hydrochloric Acid → 4-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yloxy)-butyric acid

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Reaction Steps

Methyl 4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b]quinolin-7-yl)oxy]butanoate (1.0 g, 3.3 mmol) was added to a solution of 50% aqueous methanol containing 4N NaOH (2 mL). After stirring for 1 hour, the mixture was acidified to pH=3 by the addition of 2N HCl. The precipitate was washed with water, methanol and diethyl ether to give 4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b]quinolin-7-yl)oxy]butyric acid as a partial hydrate (0.84 g, 88%). An analytical sample was prepared by crystalization from dimethylformamide/H2O and had m.p.>320°.

Provenance & Evidence