Hydrochloric Acid → HCID 67056947, compound

Participants

Reaction Steps

To a solution of dimethyl (2E,4Z)-4-{[(2,6-dichlorophenyl)amino]methylene}-2-pentenedioate (7.3 g) in MeOH (73 mL) was added 28% sodium methoxide in MeOH (4.3 mL). The mixture was refluxed for 8 hr under a nitrogen atmosphere. The reaction mixture was cooled to room temperature and poured into 1 M HCl (140 ml) at 0° C. The resulting mixture was extracted with EtOAc (70 mL×2). The combined extracts were washed with saturated aqueous NaHCO3 (100 mL) and brine, dried over MgSO4 and filtered. The filtrate was evaporated in vacuo, and the residue was triturated with a mixture of EtOAc and hexane (1:3) to provide methyl 1-(2,6-dichlorophenyl)-6-oxo-1,6-dihydro-3-pyridinecarboxylate (4.3 g).

Provenance & Evidence