Piperazine → HCID 90456179, compound

Participants

Reaction Steps

A solution of 4-(isocyano(tosyl)methyl)benzonitrile (1 g, 3.37 mmol, 1.00 equiv), ethyl 2-oxoacetate (1 g, 4.90 mmol, 1.45 equiv) and piperazine (500 mg, 5.80 mmol, 1.72 equiv) in tetrahydrofuran (20 mL) was stirred at room temperature overnight. The resulting mixture was concentrated under vacuum and the residue was purified on a silica gel column eluted with 0-30% of ethyl acetate in petroleum ether to afford 0.4 g (49%) of ethyl 4-(4-cyanophenyl)oxazole-5-carboxylate as a yellow solid. 1H-NMR (300 MHz, CDCl3): δ 8.27-8.24 (m, 2H), 8.07 (s, 1H), 7.76-7.73 (m, 2H), 4.47-4.36 (m, 2H), 1.43-1.33 (m, 3H) ppm.

Provenance & Evidence