Water → HCID 67135954, compound

Participants

Reaction Steps

To a solution of (5-(5-(2-methyl-2′-(trifluoromethyl)biphenyl-4-yl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)methanol (0.103 g; 0.28 mmol) and DIEA (0.087 mL; 0.50 mmol) in DCM (2.5 mL) was added methanesulfonyl chloride (0.021 mL; 0.27 mmol). The mixture was stirred at ambient temperature for 1 hour and water added. The mixture was passed through a hydrophobic frit and the solvent was evaporated in vacuo. The residue was purified by flash chromatography on silica, eluting with iso-hexane/EtOAc (100% iso-hexane to 100% EtOAc) to afford the title product (0.085 g, 79%). 1H NMR (CDCl3, 400 MHz) δ 8.78 (1 H, d, J=5.1 Hz), 8.25 (1 H, s), 8.15 (1 H, s), 8.08 (1 H, dd, J=8.0, 1.7 Hz), 8.01 (1 H, dd, J=5.0, 1.5 Hz), 7.81 (1 H, d, J=8.0 Hz), 7.63 (1 H, t, J=7.6 Hz), 7.54 (1 H, t, J=7.8 Hz), 7.36 (1 H, d, J=7.9 Hz), 7.29-7.23 (1 H, m), 4.79 (2 H, s), 2.16 (3 H, s).

Provenance & Evidence