Acryloyl chloride → HCID 69746631, compound

Participants

Reaction Steps

Acryloyl chloride (0.65 ml) was added dropwise to a solution of 1-methylpiperazine (0.94 ml) and triethylamine (2 ml) in acetonitrile (10 ml) in a pressure tube at 0° C. and stirred at room temperature for 1 hour. 5-Bromo-3-methyl-1-(2-methylpropyl)-6-[[2-(trifluoromethyl)phenyl]methyl]-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.40 g, Example 1c)), palladium acetate (0.019 g) and tri-o-tolylphosphine (0.051 g) was added to the pressure tube and the reaction was heated at 70° C. for 21 hours. After cooling, the reaction mixture was concentrated under reduced pressure. The residue was purified by flash silica chromatography eluting with a gradient of 0-5% ethanol in dichloromethane to give a brown solid. The solid was triturated with acetonitrile to give the title compound as a white powder (0.042 g).

Provenance & Evidence