Methanol → HCID 56601579, compound

Participants

Reaction Steps

5-Chloro-4-(2-chloro-3′-fluoro-5-(pyridazin-4-yl)biphenyl-4-yloxy)-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide (Preparation 66, 165 mg, 0.22 mmol) was dissolved in dichloromethane (2 mL) and trifluoroacetic acid (1 mL) was added. The reaction was stirred at room temperature for 3 hours. Methanol (5 mL) was added to quench the reaction and the suspension stirred vigorously for 18 hours. The mixture was diluted with dichloromethane (5 mL) and the resulting precipitate was filtered through Celite™ and washed with dichloromethane (2×5 mL) and the filtrate concentrated in vacuo. The residue was dissolved in dichloromethane and methanol and passed through a short silica plug eluting with dichloromethane/methanol (98:2). The material obtained was further purified by silica gel column chromatography using (dichloromethane/methanol/acetic acid 97:3:0.5) to give the title compound (17 mg, 13%) as a white solid.

Provenance & Evidence