HCID 66653628, compound → HCID 56601580, compound

HRID 1619609Notes

Reaction equation

HRID 1619609 reaction equation
[Cl:1][C:2]1[C:3]([O:29][C:30]2[C:35]([C:36]3[CH:41]=[CH:40][N:39]=[N:38][CH:37]=3)=[CH:34][C:33]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[F:48])=[C:32]([Cl:49])[CH:31]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([N:11](CC2C=CC(OC)=CC=2OC)[C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])[CH:7]=1>Cl.O1CCOCC1>[Cl:1][C:2]1[C:3]([O:29][C:30]2[C:35]([C:36]3[CH:41]=[CH:40][N:39]=[N:38][CH:37]=3)=[CH:34][C:33]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[F:48])=[C:32]([Cl:49])[CH:31]=2)=[CH:4][C:5]([F:28])=[C:6]([S:8]([NH:11][C:12]2[S:13][CH:14]=[N:15][N:16]=2)(=[O:10])=[O:9])[CH:7]=1

Participants

4

Reactant 1

HCID 66653628HCID 66653628, compound

Product 1

HCID 56601580HCID 56601580, compoundYield 4.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

The crude 5-chloro-4-(2-chloro-2′-fluoro-5-(pyridazin-4-yl)biphenyl-4-yloxy)-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide (220 mg) was dissolved in a 4M solution of HCl in 1,4-dioxane (10 mL) and stirred at room temperature for 3 hours. The resulting precipitate was collected and purified by reverse phase chromatography using acetonitrile:water:0.05% formic acid followed by chromatography on silica gel eluting with dichloromethane/methanol 9:1 to give the title compound (8.5 mg, 3.5%) as a white solid.

Workup

  1. customThe resulting precipitate was collected
  2. custompurified by reverse phase chromatography

Sources & evidence

ORD record
ord-ddf539cbebd646eda0b193bac72ddba0
Source dataset
uspto-grants-2014_07
Patent number
US08772293B2

Reaction notes

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