Formamidine acetate → HCID 10131272, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-fluoro-6-(4-fluorophenoxy) benzonitrile (2.5 g, 11 mmol, Maybridge) and formamidine acetate (2.3 g, 22 mmol, Aldrich) in 50 mL of N,N-dimethylacetamide was heated to 162° C. under nitrogen for 9 hours. After cooling to room temperature the reaction mixture was evaporated under reduced pressure. The product was suspended in 80 mL of cold water and the pH adjusted to 8.5 with concentrated ammonium hydroxide. After cooling the suspension overnight, the precipitate was collected by vacuum filtration, washed with water (25 mL), dried and recrystallized from 30 mL of ethanol at 4° C. The precipitate was collected by vacuum filtration, washed with ethanol, and dried at 50° C. to give 0.3 g (10.7% yield) of 4-amino-5-(4-fluorophenoxy)quinazoline, M.P. 188-190° C.

Provenance & Evidence