Sodium Azide → 3-Azidomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester

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In a 250 mL round-bottomed flask, methyl 3-(bromomethyl)-7-chloro-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylate (2.7 g, 6.64 mmol) and sodium azide (1.25 g, 19.2 mmol) were combined with DMF (40 mL). The reaction mixture was stirred at room temperature overnight, then it was concentrated and triturated in ethyl acetate. The product 3-azidomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester (2.3 g, 94%) was obtained as a white solid.

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