2-Isopropylphenol → HCID 76281320, 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-isopropylphenol (25 μL, 0.185 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-isopropyl-phenoxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (28 mg, 78%) 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), 7.55-7.65 (m, 3H), 7.21 (dd, J=7.5, 1.6 Hz, 1H), 7.06-7.17 (m, 1H), 7.01 (d, J=7.3 Hz, 1H), 6.84-6.96 (m, 1H), 5.18 (s, 2H), 3.22-3.39 (m, 3H, including water peak), 1.18 (d, J=7.0 Hz, 6H).

Provenance & Evidence