1,4-Dioxane → HCID 56601583, compound

HRID 1619612Notes

Reaction equation

HRID 1619612 reaction equation
[Cl:1][C:2]1[C:3]([O:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:37]=[N:38][C:39]([C:42]([F:45])([F:44])[F:43])=[CH:40][CH:41]=3)=[CH:32][C:31]=2[C:46]2[CH:51]=[CH:50][N:49]=[N:48][CH:47]=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.O1CCOCC1>Cl>[Cl:1][C:2]1[C:3]([O:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:37]=[N:38][C:39]([C:42]([F:43])([F:45])[F:44])=[CH:40][CH:41]=3)=[CH:32][C:31]=2[C:46]2[CH:51]=[CH:50][N:49]=[N:48][CH:47]=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:9])=[O:10])[CH:7]=1

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 580423105-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-{2-pyridazin-4-yl-4-[6-(trifluoromethyl)pyridin-3-yl]phenoxy}-N-1,3,4-thiadiazol-2-ylbenzenesulfonamide

Product 1

HCID 56601583HCID 56601583, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

5-Chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-(2-(pyridazin-4-yl)-4-(6-(trifluoromethyl)pyridin-3-yl)phenoxy)-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide (Preparation 58, 250 mg, 0.329 mmol) was dissolved in a 4M solution of HCl in 1,4-dioxane (0.9 mL, 3.29 mmol). The reaction mixture was stirred at room temperature for 18 hours and then concentrated in vacuo. The resulting residue was purified by reverse phase chromatography on the ISCO system using acetonitrile:water0.1% formic acid to afford the title compound (160 mg, 80%) as a white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe resulting residue was purified by reverse phase chromatography on the ISCO system

Sources & evidence

ORD record
ord-f4a6cad8525a4914bf515849699bfe48
Source dataset
uspto-grants-2014_07
Patent number
US08772293B2

Reaction notes

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