Methanol → HCID 56601383, compound

5-Chloro-4-(2-chloro-4′-fluoro-5-(pyridazin-4-yl)biphenyl-4-yloxy)-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide (Preparation 70, 220 mg, 0.30 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 was stirred vigorously for 1 hour. The resulting precipitate was filtered through Celite™ and washed with methanol and the filtrate concentrated in vacuo. The residue was suspended in hot methanol (5 mL) and the remaining solids filtered off. The filtrate was concentrated in vacuo and the residue triturated with ethyl acetate and filtered to give the title compound (77 mg, 43%) as a white solid.

1. customto quench
2. customthe reaction
3. stirringthe suspension was stirred vigorously for 1 hour
4. filtrationThe resulting precipitate was filtered through Celite™
5. washwashed with methanol
6. concentrationthe filtrate concentrated in vacuo
7. filtrationthe remaining solids filtered off
8. concentrationThe filtrate was concentrated in vacuo
9. customthe residue triturated with ethyl acetate
10. filtrationfiltered

ORD record

ord-209e465b505d4eb6ba3c938bc123bbb7

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08772293B2