Cesium carbonate → HCID 86690970, compound

Participants

Reaction Conditions

Reaction Steps

In a microwave reaction vessel, a solution of 500 mg (2.33 mmol) of methyl 3-bromobenzoate and 366 mg (2.33 mmol) of 4,4-difluoropiperidine hydrochloride in 15 ml of dioxane was deoxygenated by passing through argon. 52 mg (0.233 mmol) of palladium(II) acetate, 202 mg (0.349 mmol) of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (xantphos) and 2.27 g (6.98 mmol) of caesium carbonate were then added. The microwave vessel was closed with a crimp closure and, with magnetic stirring, heated in a microwave oven (Biotage Initiator, with Dynamic Field Tuning) at 120-140° C. for 1.5 hours. After the reaction had ended the reaction mixture was filtered through a little kieselguhr and then evaporated to dryness. The residue was separated into its components by preparative HPLC (Method 33). Evaporation of the product fractions and drying of the residue under high vacuum gave 342 mg (57% of theory) of the title compound.

Provenance & Evidence