Cesium carbonate → HCID 42644651, compound

Participants

Reaction Conditions

Reaction Steps

In a 4 mL vial charged with a stir bar, N-(5-methyl-1,3-thiazol-2-yl)pyrrolidine-1-carboxamide (58 mg, 0.27 mmol) was added, followed by copper(I) trifluoromethanesulfonate benzene complex (27 mg, 0.05 mmol), 5-chloro-1,10-phenanthroline (23 mg, 0.11 mmol) and cesium carbonate (97 mg, 0.3 mmol). A loose cap with septum was placed on the vial, and the vial was placed under vacuum in a vacuum oven for 30 minutes. The solid mixture was purged with nitrogen gas a couple of times. Then, 1-benzyl-4-bromobenzene (74 mg, 0.3 mmol) dissolved in 1-methyl-2-pyrrolidinone (1.0 mL) was added to the mixture. The vial was capped and placed on a heater/stirrer and heated to 120° C. overnight. Then 1 mL of a solution of concentrated ammonium hydroxide/water (1:2) was added. The reaction was filtered and concentrated to dryness. The residue was purified by reverse phase HPLC (C8, gradient 10-100% acetonitrile/water/0.1% trifluoroacetic acid).

Provenance & Evidence