Cesium carbonate → HCID 57833605, compound

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Reaction Steps

A solution of trifluoromethanesulfonic acid 9-[8-(2,2,2-trifluoroacetyl)-8-aza-bicyclo[3.2.1]oct-3ylidene]-9H-xanthen-4-yl ester in THF (0.1 to 1 M solution) may be treated with a catalytic amount of a palladium catalyst such as palladium acetate (0.01 to 0.05 equiv), BINAP (0.01 to 0.05 equiv), benzophenone imine (1.05 to 1.5 equiv), and cesium carbonate (1.2 to 2 equiv) under an argon atmosphere. The mixture may be heated to reflux for a period of 10 to 24 hr. After removal of the solvent via evaporation, the residue may be taken up in a halogenated solvent such as methylene chloride, and the solution may be washed with water, dried over a suitable drying agent such as magnesium sulfate, filtered, and concentrated. The residue may be purified via column chromatography to yield Compound 1c.

Provenance & Evidence