Potassium Carbonate → N-(2-Methoxymethylimidazo[1,2-a]pyrid-7-yl)-5-fluoro-1-[(3-fluorophenyl)-methyl]-1H-indole-2-carboxamide

Participants

Reaction Conditions

Reaction Steps

20 mg (0.09 mmol) of copper iodide, 40 mg (0.14 mmol) of 5-fluoro-1-[(3-fluorophenyl)-methyl]-1H-indole-2-carboxamide, prepared according to the protocol described in step 1.2, 27 mg (0.11 mmol) of 7-bromo-2-methoxymethylimidazo[1,2-a]pyridine, prepared according to the protocol described in step 8.3, 50 mg (0.36 mmol) of potassium carbonate and 3 mL of anhydrous dioxane are placed in a 10 mL pressure tube specific for microwave reactors. The suspension is degassed for a few minutes, and 0.01 mL (0.04 mmol) of trans-1,2-cyclohexanediamine is then added. The tube is then sealed and heated in the microwave reactor at 150° C. for two 1-hour cycles. After this time, the suspension cooled to room temperature is poured into 20 mL of water and then extracted with 2×30 mL of dichloromethane. The combined organic phases are dried over magnesium sulfate and concentrated under reduced pressure. The crude reaction product is then purified by chromatography on a column of silica gel, eluting with a mixture of dichloromethane and methanol. 45 mg of the expected product are thus obtained.

Provenance & Evidence