Hydrogen Peroxide → HCID 58243723, compound

HRID 389117Notes

Reaction equation

HRID 389117 reaction equation
[OH-:1].[Na+].OO.[Cl:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=1[O:14][C@H:15]([C:17]1[N:21]([CH3:22])[C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:29]([F:32])([F:31])[F:30])=[N:19][N:18]=1)[CH3:16])[C:9]#[N:10].O>C(O)C.C(Cl)(Cl)Cl>[Cl:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=1[O:14][C@H:15]([C:17]1[N:21]([CH3:22])[C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:29]([F:30])([F:32])[F:31])=[N:19][N:18]=1)[CH3:16])[C:9]([NH2:10])=[O:1]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14798Sodium HydroxideHCID 58243909HCID 58243909, compound

Product 1

HCID 58243723HCID 58243723, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6212ChloroformSolvent

Procedure

A 1M aqueous sodium hydroxide solution (0.74 ml) and a 30% aqueous hydrogen peroxide solution (0.56 ml) were added to a solution of 3-chloro-4-[(1S)-1-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}ethoxy}benzonitrile (200 mg) in ethanol (6 ml) at 0° C., followed by stirring at room temperature for 3 hours. The reaction solution was added to a mixture of water and chloroform, followed by separation operation, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was washed with diisopropylether, to obtain, as a colorless solid, 3-chloro-4-[(1S)-1-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}ethoxy}benzamide (135 mg).

Workup

  1. customfollowed by separation operation
  2. washthe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. washThe residue was washed with diisopropylether

Sources & evidence

ORD record
ord-277b616de1c04c1184e87d5814420a4c
Source dataset
uspto-grants-2013_02
Patent number
US08377923B2

Reaction notes

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