Cesium carbonate → HCID 19789802, compound

Participants

Reaction Steps

To a solution of Methyl 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate (See EP419,049, Example 1, Step C) (322 mg) in acetonitrile (7 mL) were added solid cesium carbonate (456 mg) and 2-bromomethyl-6-fluoroquinoline (190 mg) from Step A. The mixture was stirred at room temperature for 18 hr. The mixture was poured into 25% aqueous NH4OAc (50 mL), extracted with ethyl acetate (2×50 mL), washed with brine (50 mL), dried (MgSO4) and evaporated to dryness. The residue was chromatographed on flash silica gel using ethyl acetate:toluene (5:95) as eluant to give the title compound as a white solid; m.p. 165°-167° C.

Provenance & Evidence