2,6-Dimethylphenol → HCID 76281065, 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 2,6-dimethylphenol (22 mg, 0.18 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-(2,6-dimethyl-phenoxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (28 mg, 81%) as a white powder. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.39 (br. s., 1H), 8.01 (br. s., 1H), 7.94 (d, J=8.4 Hz, 2H), 7.55-7.69 (m, 3H), 7.00-7.09 (m, 2H), 6.88-6.98 (m, 1H), 4.86 (s, 2H), 2.25 (s, 6H).

Provenance & Evidence