Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 49848306, compound

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Reaction Conditions

Reaction Steps

Pyridinium p-toluenesulfonate (13.3 mg; 0.053 mmol) is added to a solution of (S)-1-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-azetidine-2-carboxylic acid {3-[1,1-dimethyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-isoxazol-5-yl}-amide (204 mg; 0.406 mmol) in ethanol (2 mL). The reaction mixture is stirred at 55° C. for 5 hours and more pyridinium p-toluenesulfonate (15 mg; 0.060 mmol) is added and the reaction mixture is stirred at 55° C. for 18 hours. After this time, the reaction mixture is concentrated and then diluted with ethyl acetate. It is washed with saturated NaHCO3 aqueous solution. The layers are separated and the aqueous layer is extracted with ethyl acetate once. The organics are combined and washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel using ethyl acetate/hexanes provides the title compound, m/z 419 [M+H+]

Provenance & Evidence