Potassium hydroxy sulfite → HCID 86721194, compound

HRID 1750356Notes

Reaction equation

HRID 1750356 reaction equation
[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[C:8]([C:17]2[S:18][CH:19]=[C:20]([CH2:22][C:23]([N:25]3[CH2:30][CH2:29]S[CH2:27][CH2:26]3)=[O:24])[N:21]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].O[O:32][S:33]([O-:35])=O.[K+]>C1COCC1.CO.O>[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[C:8]([C:17]2[S:18][CH:19]=[C:20]([CH2:22][C:23]([N:25]3[CH2:26][CH2:27][S:33](=[O:35])(=[O:32])[CH2:29][CH2:30]3)=[O:24])[N:21]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 86721193HCID 86721193, compound

Product 1

HCID 86721194HCID 86721194, compoundYield 78.2%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a mixed solution of 4-({2-[1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}acetyl)thiomorpholine (100 mg, 0.22 mmol) in THF (2 mL), MeOH (2 mL) and water (2 mL) was added Oxone (290 mg, 0.47 mmol) at 0° C., and the mixture was stirred at 0° C. for 3 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogen carbonate solution and saturated brine and dried, and the solvent was evaporated under reduced pressure to give the title compound (82 mg, 0.172 mmol, 76%) as a white powder.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with aqueous sodium hydrogen carbonate solution and saturated brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-567f6fda9f2549eeb7e86ee3110dfc9d
Source dataset
uspto-grants-2015_10
Patent number
US09156837B2

Reaction notes

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