2-Tert-Butylphenol → HCID 76281323, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-(4-bromomethyl-phenyl)-isoxazole-5-carboxylic acid amide (which may be prepared as described in Preparation of Intermediate 14; 30 mg, 0.107 mmol) in CH3CN (2 mL) were added 2-tert-butylphenol (28 μL, 0.182 mmol) and K2CO3 (30 mg, 0.22 mmol). The mixture was heated at 90° C. for 16 h and then evaporated to dryness. The residue was purified by chromatography (66-75% EtOAc/hexanes) to give 3-[4-(2-tert-butyl-phenoxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (28 mg, 75%) as a white powder. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.39 (s, 1H), 8.02 (s, 1H), 7.95 (d, J=8.5 Hz, 2H), 7.57-7.67 (m, 2H), 7.12-7.28 (m, 2H), 7.00-7.09 (m, 1H), 6.82-6.94 (m, 1H), 5.20 (s, 2H), 1.34 (s, 9H).

Provenance & Evidence