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1,4-Dioxane → HCID 178509691, compound

HRID 1619672
Notes
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Reaction equation

HRID 1619672 reaction equation
[Cl:1][C:2]1[C:3]([O:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][CH:39]=[C:38]([C:42]#[N:43])[CH:37]=3)=[CH:32][C:31]=2[C:44]2[C:45]([N+:55]([O-:57])=[O:56])=[N:46][N:47](C3CCCCO3)[CH:48]=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:41]=[CH:40][CH:39]=[C:38]([C:42]#[N:43])[CH:37]=3)=[CH:32][C:31]=2[C:44]2[C:45]([N+:55]([O-:57])=[O:56])=[N:46][NH:47][CH:48]=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
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 580422935-Chloro-4-(3'-cyano-3-(3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)biphenyl-4-yloxy)-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide

Product 1

HCID 178509691HCID 178509691, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

5-Chloro-4-(3′-cyano-3-(3-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)biphenyl-4-yloxy)-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(1,3,4-thiadiazol-2-yl)benzenesulfonamide (Preparation 63, 447 mg, 0.537 mmol) was dissolved in a 4M solution of HCl in 1,4-dioxane (2.7 mL, 10.74 mmol). The reaction mixture was stirred at room temperature for 18 hours and then concentrated in vacuo. The residue was purified by reverse phase chromatography on the ISCO™ system to afford the title compound (204 mg, 64%) as a white solid.

Workup

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

Sources & evidence

ORD record
ord-e15dec52effb4aa38af986414d316617
Source dataset
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08772293B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes