Potassium Carbonate → HCID 22245117, compound

Participants

Reaction Conditions

Reaction Steps

4-Pyridineethanamine (Maybridge Chemical Co, Cornwall, England; 0.31 g , 2.5 mmol) is added to a stirred mixture of 2-bromo-N-[3-(trifluoromethyl)phenyl]benzamide (intermediate 1x; 1.72 g, 5 mmol), powdered potassium carbonate (0.35 g, 2.5 mmol) and copper(1)iodide (Fluka, Buchs, Switzerland; 0.48 g, 2.5 mmol) in dimethylformamide (10 mL). The resulting mixture is then purged with argon and subsequently heated at 160° C. under an argon atmosphere for 15 hours. The mixture is cooled, treated with water (100 mL) and extracted with ethyl acetate (3×80 mL). The combined extracts are washesdwith an aqueous solution of ammonia (2-10%), dried (Na2SO4), filtered and the solvent is evaporated off under reduced pressure to yield the crude product which is purified by column chromatography on silica gel, eluent 50% ethyl acetate in hexane and recrystallised from ethyl acetate-hexane to give the title compound as a colourless crystalline solid, m.p. 151-152° C.

Provenance & Evidence