Potassium hydroxy sulfite → HCID 73296605, compound

HRID 623760Notes

Reaction equation

HRID 623760 reaction equation
[CH2:1]([N:8]1[C:12]([C:13]([F:16])([F:15])[F:14])=[C:11]([CH3:17])[C:10]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[C:9]1[C:25]([N:27]1[CH2:32][CH2:31]S[CH2:29][CH2:28]1)=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O[O:34][S:35]([O-:37])=O.[K+]>CO.O>[CH2:1]([N:8]1[C:12]([C:13]([F:16])([F:14])[F:15])=[C:11]([CH3:17])[C:10]([C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=2)=[C:9]1[C:25]([N:27]1[CH2:28][CH2:29][S:35](=[O:37])(=[O:34])[CH2:31][CH2:32]1)=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 86711840HCID 86711840, compound

Product 1

HCID 73296605HCID 73296605, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a suspension of (1-benzyl-3-(4-chlorophenyl)-4-methyl-5-(trifluoromethyl)-1H-pyrrol-2-yl)(thiomorpholino)methanone (162 mg, 0.34 mmol) in MeOH (4 mL) and H2O (1 mL) was added oxone (624 mg, 1.015 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with H2O and extracted with DCM (60 mL). The organic layer was washed with brine, dried (Na2SO4) and purified by flash column chromategraphy (silica, heptane/EtOAc, 4:1→3:2) to give SC-26 (66 mg, 38%) as a white solid.

Workup

  1. extractionextracted with DCM (60 mL)
  2. washThe organic layer was washed with brine
  3. dry with materialdried (Na2SO4)
  4. custompurified by flash column chromategraphy (silica, heptane/EtOAc, 4:1→3:2)
  5. customto give SC-26 (66 mg, 38%) as a white solid

Sources & evidence

ORD record
ord-edd7dbbebc414c9faa6ed102477f8caa
Source dataset
uspto-grants-2016_04
Patent number
US09302988B2

Reaction notes

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