o-Xylyl bromide → HCID 76284362, compound

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). 2-Methylbenzyl bromide (38 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-(2-methyl-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide (20.9 mg, 28%). HRMS Calcd. for C18H17N2O3 (M+H)+, 309.1234. Found: 309.1233.

Provenance & Evidence