Oxalyl chloride → HCID 58961588, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylate (0.90 g, 2.2 mmol) from Example 51, Step A in dichloromethane (5 mL) was added oxalyl chloride (1.0 mL, 11.4 mmol) and the reaction was heated at 50° C. for 24 h. The reaction was concentrated in vacuo and the residue was dissolved in methylene chloride and washed with aq. sodium bicarbonate. The organic layer was washed with a portion of brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluted with 5 to 10% ethyl acetate in hexanes to yield methyl 2-chloro-6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyridine-3-carboxylate.

Provenance & Evidence