Potassium Carbonate → 3-[4-(3,4-Dimethyl-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide

Participants

Reaction Steps

3-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amide (which may be prepared as described in Preparation of Intermediate 2; 50 mg, 0.24 mmol), K2CO3 (37 mg, 0.27 mmol) and tetrabutylammonium iodide (9 mg, 0.024 mmol) were taken up in DMF (2.4 mL). 3,4-Dimethylbenzyl bromide (77 mg, 0.27 mmol) was added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by high-throughput purification to give 3-[4-(3,4-dimethyl-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide (8.7 mg, 11%). LRMS (ESI+): m/z [M+H+CH3CN]+ 364.2.

Provenance & Evidence