Cesium carbonate → HCID 70978060, compound

Participants

Reaction Steps

4-[1-(Cyclopropylmethyl)-4-(trifluoromethyl)-1H-benzotriazol-5-yl]benzyl methanesulfonate (0.12 mg, 0.28 mmol) was dissolved in acetonitrile (2.8 mL) and treated the mixture with ethyl aminoacetate hydrochloride (150 mg, 1.1 mmol), cesium carbonate (270 mg, 0.824 mmol) and tetra-n-butylammonium iodide (51 mg, 0.14 mmol). The mixture was placed into an oil bath preheated to 85° C. and stirred for 2 h, at which time the mixture was cooled to ambient temperature, diluted with ethyl acetate and washed with sodium bicarbonate (2×30 mL, aqueous saturated). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by reverse phase preparative HPLC (85:15 to 42:58; water with 0.05% trifluoroacetic acid:acetonitrile with 0.05% trifluoroacetic acid) to afford the titled compound.

Provenance & Evidence