Ethyl Acetate → HCID 25265729, compound

Participants

Reaction Steps

To a solution of N-{4-[(1R)-1-(1H-1,2,3-triazol-5-yl)ethyl]phenyl}-4-(trifluoromethyl)-1,3-thiazol-2-amine (0.06 g, 0.18 mmol) in EtOAc (10 ml) m-CPBA (43 mg, 0.25 mmol) was added and the resulting mixture stirred at room temperature overnight. EtOAc (10 ml) was added and the organic layer was washed with water (2×10 ml) and dried over anhydrous Na2SO4 to give, after solvent evaporation, a crude which, by purification by flash chromatography (EtOAc/CH3OH 7:3) afforded the pure 5-[(1R)-1-(4-{[4-(trifluoromethyl)-1,3-thiazol-2-yl]amino}phenyl)ethyl]-1H-1,2,3-triazol-1-ol (9) (0.025 g, 0.072 mmol) as a transparent oil (40%). [α]D=−19 (c=1; CH3OH); 1H-NMR (CD3OD): δ 9.40 (bs, 1H, NH), 7.40 (d, 2H, J=7 Hz), 7.35 (d, 2H, J=7 Hz), 7.15 (s, 1H), 7.40 (s, 1H), 3.70 (q, 1H, J=7 Hz), 1.55 (d, 3H, J=7 Hz).

Provenance & Evidence