Pyridine → HCID 58926719, compound

Participants

Reaction Steps

Add pyridine (2.43 ml, 30.0 mmol) to a suspension of 7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester (2.32 g, 10.0 mmol) in dichloromethane (100 ml), and then add isopropyl chloroformate (1.0 N in toluene, 30.0 ml). Stir the reaction mixture at room temperature overnight. Wash with brine (3×100 ml). Separate the organic layer, dry over Na2SO4, filter, and concentrate. Purify using silica gel column chromatography (gradient eluent, 0-60% ethyl acetate in hexane) to provide 7-methyl-4-oxo-4H-[1,8]naphthyridine-1,3-dicarboxylic acid 3-ethyl ester 1-isopropyl ester (1.31 g, 41%). MS (ES+): 319 (M+H).

Provenance & Evidence