Sodium Hydroxide → HCID 68294870, compound

HRID 1406005Notes

Reaction equation

HRID 1406005 reaction equation
CON(C)[C:4]([C:6]1[C:7]2[CH2:16][CH2:15][CH2:14][CH2:13][C:12](=[O:17])[C:8]=2[N:9]([CH3:11])[N:10]=1)=[O:5].[OH-:19].[Na+]>CCO>[CH3:11][N:9]1[C:8]2[C:12](=[O:17])[CH2:13][CH2:14][CH2:15][CH2:16][C:7]=2[C:6]([C:4]([OH:5])=[O:19])=[N:10]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86701829HCID 86701829, compound

Product 1

HCID 68294870HCID 68294870, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N-methoxy-N,1-dimethyl-8-oxo-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazole-3-carboxamide (14 mg, 0.055 mmol) in EtOH (1 mL), a solution of NaOH (2M, 55 μL) was added. The reaction was stirred under reflux for 1 h, the solvent was removed under vacuum, then DCM (5 mL) was added and the organic phase was washed with HCl 25% (3×5 mL). The aqueous phase was back-extracted with DCM (5 mL). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated under vacuum to give 11 mg of a white solid (quantitative yield).

Workup

  1. temperatureunder reflux for 1 h
  2. customthe solvent was removed under vacuum
  3. additionDCM (5 mL) was added
  4. washthe organic phase was washed with HCl 25% (3×5 mL)
  5. extractionThe aqueous phase was back-extracted with DCM (5 mL)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-2441c35af9be452199290363fbfe8f36
Source dataset
uspto-grants-2014_12
Patent number
US08916577B2

Reaction notes

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