Propiolic Acid → HCID 22258246, compound

Participants

Reaction Steps

126.2 mg (1.73 mmol) of propiolic acid and 336.6 mg (2.08 mmol) of 1-(1H-imidazol-1-ylcarbonyl)-1H-imidazole are dissolved in 10 ml THF. The mixture is stirred for 3 h at room temperature. To this solution 300 mg (1.15 mmol) of 2-(4,5,6,7-Tetrahydro-1H-benzimidazol-2-yl)-1-(2-thienyl)ethanone (example XII are added and the mixture is refluxed for 24 h. The solvent is evaporated under vacuum and sodium hydrogen carbonate—solution (saturated in water) is added to the crude. The solution is extracted ethyl acetate. The collected organic phases are reextracted with brine—solution an dried over sodium sulfate. The solvent is evaporated under vacuum and the crude is purified over preparative HPLC (RP18-Column, Eluent: acetonitrile-Water Gradient) to yield 150 mg (43.6% of th.) 4-(2-Thienylcarbonyl)-6,7,8,9-tetrahydropyrido[1,2-a]benzimidazol-1(5H)-one.

Provenance & Evidence