Acetamide → HCID 87081182, compound

Participants

Reaction Steps

Under an atmosphere of argon, triethyl phosphate (12.4 ml, 73.24 mmol, 8 eq.) was stirred together with diphosphorus pentoxide (6.94 g, 48.86 mmol, 5.4 eq.) at 50° C. for 4 h. Abs. THF (60 ml), 3-(trifluoromethyl)phenylthiourea (2.0 g, 9.08 mmol), 4-cyanobenzaldehyde (2.0 g, 15.26 mmol, 1.7 eq.) and acetamide (1.54 g, 15.26 mmol, 1.7 eq.) were then added, and the mixture was heated under reflux for 12 h. The reaction mixture was then concentrated under reduced pressure and the residue was directly purified by preparative HPLC (Gromsil C18 column, 30×250 mm; mobile phase: acetonitrile-water). After lyophilization, the title compound was obtained as a solid (680 mg, 18% of theory).

Provenance & Evidence