1H-1,2,4-Triazole → HCID 71226656, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 1-(4-iodophenyl)piperidin-3-ol (920 mg, 3.03 mmol), 1H-1,2,4-triazole (272 mg, 3.95 mmol), (trans)-N1,N2-dimethylcyclohexane-1,2-diamine (43.2 mg, 0.303 mmol), K3PO4 (1288 mg, 6.07 mmol) and copper(I) iodide (28.9 mg, 0.152 mmol) in DMF (4 mL) was bubbled with Argon for 2 min. Then the reaction was stirred at 110° C. under Argon for 16 hrs. The reaction was diluted water and extracted with EtOAc (2×50 ml). Combined EtOAc extracts were washed with water (30 ml) and saturated aqueous NaCl (30 ml). The organic layer was dried over Na2SO4, filtered and concentrated. The resulting residue was purified using silica gel chromatography (ISCO system) eluting with a gradient of 0-100% EtOAc/Hex to give product 1-(4-(1H-1,2,4-triazol-1-yl)phenyl)piperidin-3-ol (453 mg, 1.854 mmol, 61.1% yield) as a foam. Anal. Calcd. for C13H16N4O m/z 244.2, found: 245.0 (M+H)+.

Provenance & Evidence