m-Chloroperbenzoic acid → HCID 86655149, compound

Participants

Reaction Steps

To a solution of 4-[4-bromo-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-N-thietan-3-yl-benzamide (145 mg) (Example A22) in dichloromethane (8 ml) was added a solution of sodium hydrogen carbonate (128 mg) in water (4 ml). A solution of 3-chloroperoxybenzoic acid (“MCPBA”) (48 mg) in dichloromethane (1 ml) was added dropwise. The reaction mixture was stirred at ambient temperature for 4 hours. Dichloromethane was evaporated and the residue partitioned between aqueous sodium carbonate (1M) and ethyl acetate. The phases were separated and the aqueous phase extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated. The residue was purified by preparative HPLC to give Compound No. A25 of Table A (101 mg) and Compound No. A26 of Table A (17 mg) as colorless solids.

Provenance & Evidence