Hydrochloric Acid → 3-Aminomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid dimethylamide hydrochloride salt

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Reaction Steps

In a 50 mL round-bottomed flask, 3-azidomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid dimethylamide (0.40 g, 1.05 mmol), platinum (IV) oxide (0.05 g, 0.204 mmol) and 4N HCl (0.1 mL) were added to 1:1 CH2Cl2/ethyl acetate (10 mL). The reaction was charged with 1 atm H2 using a balloon and stirred at room temperature for 4 hr. The catalyst was filtered off and washed with methanol. The filtrate was evaporated to afford 3-aminomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid dimethylamide hydrochloride salt (0.303 g, 74% yield). The intermediate was used in the next step without further purification. MS calcd. for C19H18ClN3O2 [(M+H)+] 356, obsd 356.

Provenance & Evidence