Potassium Carbonate → HCID 25118715, compound

Participants

Reaction Conditions

Reaction Steps

To N-(5-chloro-2-{3-[4-(4-hydroxypiperidine-1-sulfonyl)-phenyl]-propionyl}-phenyl)-N-phenyl-oxalamic acid methyl ester (0.40 g) in MeOH (15 mL) was added K2CO3 (0.096 g), and the mixture heated at 80° C. for 1.5 h, then concentrated. The residue was taken up in EtOAc/H2O, and the aqueous layer washed with EtOAc (2×25 mL). The combined organic layers were dried over Na2SO4, and the solvent removed under reduced pressure. The residue was chromatographed on anhydrous silica (20% EtOAc/hexanes 0-5 min; 60% EtOAc/hexanes 6-10 min; 100% EtOAc 11-40 min) to provide 7-chloro-3-[4-(4-hydroxypiperidine-1-sulfonyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylic acid methyl ester (compound 69). M+H 567; mp=170.0-171.0° C.

Provenance & Evidence