Water → HCID 24739304, compound

Participants

Reaction Conditions

Reaction Steps

A microwave tube containing 6-iodo-2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine (100 mg, 0.25 mmol), benzamide (30 mg, 0.25 mmol) and cesium carbonate (162 mg, 0.5 mmol) in DMF (1.2 mL) was evacuated and then back-filled with Ar several time and then sealed. The resulting mixture was heated to 150° C. in the microwave for 3 h and then additional benzamide (30 mg, 0.25 mmol) and CuI (5 mg, 0.025 mmol) added and the resulting mixture heated to 200° C. in the microwave (2×30 min). The resulting mixture was then poured into water and extracted with ethyl acetate. The combined organic layers were then washed with brine, dried over sodium sulphate and evaporated to leave a brown gum. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 25:75) afforded a solid that was then diluted with hydrochloric acid (1 N) and ethyl acetate. The precipitate was filtered off to afford the title compound (12.1 mg, 12%) which was obtained as a light yellow solid. MS: m/e=395.0 [M+H]+.

Provenance & Evidence