2-Ethylphenol → HCID 76281322, 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-ethylphenol (21 μL, 0.178 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-ethyl-phenoxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (20 mg, 58%) as a white powder. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.39 (br. s., 1H), 8.01 (br. s., 1H), 7.93 (d, J=8.1 Hz, 2H), 7.55-7.64 (m, 3H), 7.08-7.19 (m, 2H), 7.01 (d, J=8.1 Hz, 1H), 6.87 (t, J=7.3 Hz, 1H), 5.19 (s, 2H), 2.63 (q, J=7.4 Hz, 2H), 1.10-1.19 (m, 3H).

Provenance & Evidence