Tetrahydrofuran → HCID 58380602, compound

Participants

Reaction Steps

A mixture of 4-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one (0.60 g), 5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-thiazole-2-carbaldehyde (0.48 g), 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride (54 mg), triethylamine (0.11 mL), tetrahydrofuran (6 mL) and ethanol (6 ml) was stirred with heating under reflux for 2 hr. The reaction mixture was concentrated, and the residue was subjected to basic silica gel column chromatography to give the title compound (0.65 g, yield 60%) as a yellow oil from the fraction eluted with ethyl acetate-hexane (1:1, volume ratio). MS: 522 (MH+).

Provenance & Evidence