Triethylamine → (S)-N-(5-(3-(trifluoromethyl)phenoxy)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide

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Reaction Steps

To a mixture of the 3-trifluoromethyphenyl boronic acid (0.274 mmol, 52 mg), copper (II) acetate (0.137 mmol, 25 mg), triethylamine (0.685 mmol, 96 μL) and 4A molecular sieves (100 mg) in DCM (1 mL) was added (S)-N-(5-hydroxy-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide (0.137 mmol, 35 mg) and the resultant mixture stirred at room temperature overnight. The reaction mixture was diluted with DCM (1 mL) before water (0.5 mL) was added and the organic layers separated using hydrophobic frits. The aqueous was extracted with a further 1 mL DCM, and the combined organics concentrated using to dryness. The residue was taken up in DMSO and purified by preparative HPLC to give the title compound as a clear film (21.9 mg, 40%). MS (ESI): m/z [M+H]+ 400.0

Provenance & Evidence