Pyridine → HCID 18510669, compound

Participants

Reaction Steps

3-Pyridinecarboxaldehyde, oxime (0.013 mol) was added to a suspension of 1-chloro-2,5 pyrrolidinedione (0.0148 mol) in CHCl3 (80 ml) and pyridine (0.16 ml), stirred at RT. The mixture was stirred for 3 hours at 40° C., then cooled to 0° C. and 4-benzoyl-N-(2-propenyl)benzamide (0.011 mol) was added. Then, triethylamine (2.25 ml) was added dropwise and the resulting reaction mixture was stirred overnight at RT. The reaction mixture was washed with water, dried (Na2SO4), filtered and the solvent was evaporated. The residue was crystallized from CH3CN. The precipitate was filtered off and dried, yielding 2.0 g (37%) of (±)-4-benzoyl-N-[[4,5-dihydro-3-(3-pyridinyl)-5-isoxazolyl]methyl]benzamide. (compound 343).

Provenance & Evidence