1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86748962, compound

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Reaction Conditions

Reaction Steps

A mixture of methyl 3-acetoxy-3-[2-n-butyl-1-{(5-carbomethoxy-2-thienyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methylpropanoate (1.99 g, 3.88 mmol) in dry toluene (150 ml) was treated with 17 ml of 1,8-diazabicyclo-[ 5.4.0]undec-7-ene (DBU) and the resulting solution was heated at 80° C. under argon for 1 hour. The solvent was evaporated, the residue triturated with diethyl ether and activated charcoal was added. After filtration, the filtrate was concentrated to give 6.29 g of an oil that was chromatographed over silica gel with hexane/ethyl acetate (1:1) to give 0.43 g (24%) of methyl (E)-3-[2-n-butyl-1-{(5-carbomethoxy-2-thienyl)methyl)-1H-imidazol-5-yl-2-(2-thienyl)methyl-2-propenoate.

Provenance & Evidence