Cesium carbonate → HCID 25234309, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-trifluoromethyl-benzenesulfonamide (example 27, step 1, 52 mg) in N,N-dimethylacetamide (0.9 mL) were added cesium carbonate (54 mg), tetrahydrofurfuryl chloride (20 mg) and tetrabutylammonium iodide (4 mg). The mixture was stirred for 3 days at r.t. and for 1 day at 50° C. Tetrahydrofurfuryl chloride (20 mg) was added and the mixture was heated to 100° C. in the microwave oven for 10 min. The mixture was diluted with ethyl acetate and washed with water. The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure. The product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 95:5 to 1:1) to give N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-N-(tetrahydro-furan-2-ylmethyl)-2-trifluoromethyl-benzenesulfonamide (37 mg) as a light yellow oil. MS: 576.7 ([M+NH4]+)

Provenance & Evidence