Boron tribromide → HCID 10139080, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(4-chloro-3-methyl-5-isoxazolyl)-2-(2-(3-methoxy-2,4,6-trimethylphenyl)acetyl)-3-thiophenesulfonamide (Example 49) (50 mg, 0.107 mmol) in dichloromethane (20 mL) at 0° C. was added BBr3 (1 M in dichloromethane, 3 mL, 3.0 mmol). The resulting mixture was stirred at 0° C. for 1 h and at room temperature for 8 h before it was poured into crushed ice (˜100 g). The aqueous mixture was stirred until all ice melted and extracted with dichloromethane (2×100 mL). The organic layers were combined and concentrated, and the residue was purified by HPLC to give N-(4-chloro-3-methyl-5-isoxazolyl)-2-(2-(3-hydroxy-2,4,6-trimethylphenyl)acetyl)-3-thiophenesulfonamide (47 mg, 85%).

Provenance & Evidence