Methanol → HCID 59846234, compound

Participants

Reaction Steps

To a solution of N-{-3-[3-(6-chloropyridin-3-yl)-propionyl]-6-methyl-pyridin-2-yl}-N-phenyl-oxalamic acid methyl ester in toluene was added MeOH, and the mixture placed in a pre-heated hot bath at 80° C. K2CO3 (0.9 g) was added, which produced an immediate color change. The mixture was cooled to RT, diluted with EtOAc, and washed with LiCl (0.3 wt % aq, 2×). The organic layer was dried over MgSO4, filtered, and concentrated. The product was dissolved in hot EtOAc, and allowed to cool to RT. The resulting precipitate was filtered and washed with EtOAc to provide 3-(6-chloro-pyridin-3-ylmethyl)-7-methyl-4-oxo-1-phenyl-1,4-dihydro[1,8]naphthyridine-2-carboxylic acid methyl ester (compound 83) (0.14 g) as a tan solid. M+H=420, mp=220.0-220.5.

Provenance & Evidence