1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 54363513, compound

Participants

Reaction Conditions

Reaction Steps

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU--0.26 ml, 1.7 mmol) was added to a mixture of ethyl 3-chloro-6-(1H-1-imidazolylmethyl)benzo[b]thiophene-2-carboxylate (Preparation 11, 500 mg, 1.6 mmol) and 3-methoxybenzenethiol (0.29 ml, 2.3 mmol) in dimethylformamide (2 ml) under a nitrogen atmosphere. The solution was heated to 60° C. for 5 hours and then partitioned between ethyl acetate and water. The organics were separated and washed with water, dried (magnesium sulfate) and evaporated under reduced pressure. The residue was flash chromatographed on silica gel using 5% methanol in dichloromethane as eluant to give the title compound as a gum (615 mg).

Provenance & Evidence