HCID 54257642, compound → HCID 86749242, compound

Participants

Reaction Steps

A mixture of 5-[[2-(5-methyl-2-phenyl-4-oxazolylmethoxy)-5-pyridyl]methylidene]-2,4-thiazolidinedione (1.00 g), palladium-carbon (5%, 1.00 g) and tetrahydrofuran (80 ml) was subjected to catalytic reduction at room temperature and 1 atom for 6 hours. The catalyst was filtered off, and palladium-carbon (2.00 g) was added and the mixture was further subjected to catalytic reduction at room temperature and 1 atom for 6 hours. The catalyst was filtered off. The filtrate was evaporated under reduced pressure and the residue was subjected to silica gel column chromatography. From the fraction eluted with 2% methanol-chloroform, crystals (520 mg, 52%) of 5-[[2-(5-methyl-2-phenyl-4-oxazolylmethoxy)-5-pyridyl]methyl]-2,4-thiazolidinedione were obtained. Recrystallization from dichloromethane-isopropyl ether gave colorless prisms. Melting point: 151°-152° C.

Provenance & Evidence