Cesium carbonate → 2-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-fluorobenzoate

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Reaction Steps

0.63 g of 2-methylpropan-2-yl 4-bromo-2-fluorobenzoate, 1.88 g of caesium carbonate, 0.11 g of (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane) and 0.03 g of palladium acetate are successively added, under argon, to a solution of 0.41 g of 5-(9H-carbazol-4-yl)pyridine-2-carbonitrile, obtained in stage 1 of Example 28, in 20 ml of dioxane. The reaction mixture is refluxed for 4 and a half hours, cooled to ambient temperature, filtered through celite and concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a mixture of cyclohexane and ethyl acetate (90/10 by volume), so as to give 0.48 g of 2-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-fluorobenzoate in the form of a light brown oil, the characteristics of which are the following:

Provenance & Evidence