Hydrogen Peroxide → HCID 56990342, compound

HRID 850092Notes

Reaction equation

HRID 850092 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]([OH:31])([C@H:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:25]([CH3:30])[C:26](S)=[N:27][N:28]=2)=[CH:20][CH:19]=1)[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.OO>C(O)(=O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]([OH:31])([C@H:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:25]([CH3:30])[CH:26]=[N:27][N:28]=2)=[CH:20][CH:19]=1)[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 178461661HCID 178461661, compound

Product 1

HCID 56990342HCID 56990342, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of (2R,3S)-2-(2,4-difluorophenyl)-3-(4-[3-mercapto-4-methyl-1,2,4-triazol-5-yl]phenyl)-1-(1,2,4-triazol-1-yl)butan-2-ol (0.6 g, 1.4 mmol) in acetic acid (10 ml) was heated under reflux and treated with aqueous hydrogen peroxide (30%, 0.5 ml, 8 mmol) dropwise. After a further 0.5 hour at reflux, the mixture was cooled to room temperature and evaporated under reduced pressure. The residue was partitioned between ethyl acetate (20 ml) and saturated sodium bicarbonate solution (20 ml). The organic phase was washed with brine (20 ml), dried (Na2SO4) and evaporated under reduced pressure.

Workup

  1. temperatureunder reflux
  2. temperatureAfter a further 0.5 hour at reflux
  3. customevaporated under reduced pressure
  4. customThe residue was partitioned between ethyl acetate (20 ml) and saturated sodium bicarbonate solution (20 ml)
  5. washThe organic phase was washed with brine (20 ml)
  6. dry with materialdried (Na2SO4)
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-ffc90d02199243848b61b274f6ace665
Source dataset
uspto-grants-2000_01
Patent number
US06015825

Reaction notes

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