Water → HCID 44218624, compound

HRID 512106Notes

Reaction equation

HRID 512106 reaction equation
Br[C:2]1[C:3](=[O:10])[N:4]([CH2:8][CH3:9])[CH:5]=[CH:6][N:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH:17]1[CH:22]=[CH:21][C:20]([CH2:23][SH:24])=[CH:19][CH:18]=1.O>C1COCC1>[CH2:23]([S:24][C:2]1[C:3](=[O:10])[N:4]([CH2:8][CH3:9])[CH:5]=[CH:6][N:7]=1)[C:20]1[CH:21]=[CH:22][CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 59085559HCID 59085559, compound

Product 1

HCID 44218624HCID 44218624, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 250 mg (1.23 mM) of 3-bromo-1-ethylpyrazin-2(1H)-one and 340.3 mg (2.46 mM) of potassium carbonate in 4 ml of THF were added 159 μl (1.35 mM) of benzylthiol. The reaction mixture was then stirred at room temperature for 16 h. Water was added and the organic phase was extracted with ethyle acetate. The combined organic layer was washed with water, dried on anhydrous sodium sulfate and the solvent was removed under vacuum, to give a solid, which was triturated in diisopropyle oxide, filtrated and dried under vacuum, to give 250 mg of 3-(benzylthio)-1-ethylpyrazin-2(1H)-one. Yield: 82%.

Workup

  1. extractionthe organic phase was extracted with ethyle acetate
  2. washThe combined organic layer was washed with water
  3. dry with materialdried on anhydrous sodium sulfate
  4. customthe solvent was removed under vacuum
  5. customto give a solid, which
  6. customwas triturated in diisopropyle oxide
  7. filtrationfiltrated
  8. customdried under vacuum

Sources & evidence

ORD record
ord-18634fc26ef247bfb5697a8e3c7e8873
Source dataset
uspto-grants-2015_08
Patent number
US09102632B2

Reaction notes

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