Methanol → HCID 69416016, compound

Participants

Reaction Steps

Into a suspension of 6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid (3.5 g, 8.7 mmol) from Example 32, Step A in methanol (350 mL) was bubbled HCl gas until the resulting solution was saturated. The mixture was stirred at rt for 72 h. The reaction was concentrated in vacuo, made basic with saturated sodium carbonate solution, and extracted twice with methylene chloride. The organic layers were washed with a portion of brine and the combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo to give the crude methyl 6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylate (3.8 g) which was purified by flash column chromatography on silica gel eluted with 100% methylene chloride, then a gradient of 1 to 3% methanol in methylene chloride to give methyl 6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylate as an off-white solid.

Provenance & Evidence