Potassium Carbonate → HCID 76281326, 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-methyl-2-pyridone (20 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-(3-methyl-pyridin-2-yloxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (20 mg, 60%) as a white powder. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.38 (br. s., 1H), 7.99 (br. s., 1H), 7.86 (d, J=8.5 Hz, 2H), 7.68 (d, J=6.9 Hz, 1H), 7.56 (d, J=1.2 Hz, 1H), 7.41 (d, J=8.2 Hz, 2H), 7.29 (dd, J=14.0, 6.2 Hz, 2H), 7.18 (d, J=6.6 Hz, 1H), 5.98-6.24 (m, 2H), 5.15 (s, 2H), 1.99 (s, 3H).

Provenance & Evidence