To a solution of oxetan-3-ylmethanol (7 mg, 0.075 mmol) and 4-(bromomethyl)-N-(2,4-dimethylphenyl)-N-isobutylbenzenesulfonamide (31 mg, 0.075 mmol) in 2-methyltetrahydrofuran (2-MeTHF) (1 mL) stirred under nitrogen at room temperature was added sodium hydride (60% dispersed in oil, approximately 2 mg, 0.075 mmol). The reaction mixture was stirred at 20° C. for 3 hours then quenched with water (75 uL). The solvent was removed under a stream of nitrogen to give the crude product. The crude was then purified by mass directed autoprep (ammonium carbonate modifier). The appropriate fractions were concentrated under a stream of nitrogen to give the required product, 2.4 mg. LCMS [LCMS1] Rt 1.34 min, m/z (ES+) 418 (M+H).
