Cesium carbonate → HCID 86655164, compound

Participants

Reaction Steps

0.217 g of 4-bromo-2-fluorobenzonitrile, 0.9 g of caesium carbonate, 0.05 g of (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane) and 0.016 g of palladium acetate are successively added, under argon, to a solution of 0.26 g of 2-methylpropan-2-yl[5-(9H-carbazol-4-yl)pyridin-2-yl]carbamate in 15 ml of dioxane. The reaction mixture is refluxed for 5 hours, cooled to ambient temperature and filtered through celite. The filtrate is concentrated under reduced pressure so as to give a brown oil which, after trituration in diisopropyl ether, gives a yellow solid which is purified by silica gel chromatography, elution being carried out with a mixture of cyclohexane and ethyl acetate (90/10 by volume). 0.11 g of 2-methylpropan-2-yl {5-[9-(4-cyano-3-fluorophenyl)-9H-carbazol-4-yl]pyridin-2-yl}carbamate is thus obtained, the characteristics of which are the following:

Provenance & Evidence