Potassium Carbonate → methyl 5-(6-methoxy-1H-imidazo[4,5-c]pyridin-1-yl)-3-{[2-(trifluoromethyl)benzyl]oxy}thiophene-2-carboxylate

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Reaction Steps

To a solution of 1.20 g of an isomeric mixture of methyl 3-hydroxy-5-(6-methoxy-3H-imidazo[4,5-c]pyridin-3-yl)thiophene-2-carboxylate and methyl 3-hydroxy-5-(6-methoxy-1H-imidazo[4,5-c]pyridin-1-yl)thiophene-2-carboxylate (example C6) in 15 ml anhydrous N,N-dimethylformamide were added 0.65 g of K2CO3 and 1.12 g of 1-(bromomethyl)-2-(trifluoromethyl)benzene under a nitrogen atmosphere. The reaction mixture was stirred for 12 h at room temperature and poured into 400 ml of ice water. The resulting solid was filtered, washed with water and dried under vacuum to give the crude title compounds as an isomeric mixture. The isomeric mixture was used for the next steps (examples 16, 17 and 18) without further purification.

Provenance & Evidence