m-Chloroperbenzoic acid → {3,5-Dimethyl-1-[4-(4-trifluoromethyl-benzenesulfinylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid methyl ester

HRID 1631930Notes

Reaction equation

HRID 1631930 reaction equation
[CH3:1][O:2][C:3](=[O:31])[CH2:4][C:5]1[C:6]([CH3:30])=[N:7][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][S:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=3)=[CH:14][CH:13]=2)[C:9]=1[CH3:10].ClC1C=CC=C(C(OO)=[O:40])C=1>ClCCl>[CH3:1][O:2][C:3](=[O:31])[CH2:4][C:5]1[C:6]([CH3:30])=[N:7][N:8]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([CH2:18][S:19]([C:20]3[CH:21]=[CH:22][C:23]([C:26]([F:27])([F:28])[F:29])=[CH:24][CH:25]=3)=[O:40])=[CH:16][CH:17]=2)[C:9]=1[CH3:10]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 66707258{3,5-Dimethyl-1-[4-(4-trifluoromethyl-phenylsulfanylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid methyl ester2×

Product 1

HCID 66707530{3,5-Dimethyl-1-[4-(4-trifluoromethyl-benzenesulfinylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid methyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

{3,5-Dimethyl-1-[4-(4-trifluoromethyl-phenylsulfanylmethyl)-benzyl]-1H-pyrazol-4-yl}-acetic acid methyl ester (intermediate 16.1.3, 170 mg, 0.38 mmol) was dissolved in 3 ml dichloromethane and 3-chloroperbenzoic acid (79 mg, 0.45 mmol) was added at 5° C. After 1 h at that temperature, the mixture was diluted with dichloromethane and washed with aqueous NaHCO3 solution. The organic layer was dried over MgSO4 and the solvent was evaporated under reduced pressure.

Workup

  1. washwashed with aqueous NaHCO3 solution
  2. dry with materialThe organic layer was dried over MgSO4
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-95a47622f8424daf854eaf069e8889b0
Source dataset
uspto-grants-2014_07
Patent number
US08791272B2

Reaction notes

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