Potassium Carbonate → HCID 76281597, 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 3-hydroxy-2-methylpyridine (20 mg, 0.18 mmol) and K2CO3 (30 mg, 0.22 mmol). The mixture was heated at 90° C. overnight and then evaporated to dryness. The residue was purified by chromatography (66-75% EtOAc/hexanes) to give 3-[4-(2-methyl-pyridin-3-yloxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (12 mg, 36%) as a white powder. 1H NMR (DMSO-d6) δ ppm 8.37 (br. s., 1H), 8.00 (dd, J=4.7, 1.1 Hz, 2H), 7.93 (d, J=8.5 Hz, 2H), 7.54-7.65 (m, 3H), 7.34-7.43 (m, 1H), 7.17 (dd, J=8.5, 4.8 Hz, 1H), 5.23 (s, 2H), 2.41 (s, 3H).

Provenance & Evidence