Potassium Hydroxide → HCID 59874539, compound

HRID 1699730Notes

Reaction equation

HRID 1699730 reaction equation
[O:1]=[C:2]1[NH:11][C:10]2[C:5](=[CH:6][C:7]([N:16]3[CH:20]=[CH:19][CH:18]=[CH:17]3)=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=2)[N:4]=[C:3]1[C:21]([O:23]CC)=[O:22].[OH-].[K+]>C(O)C>[O:1]=[C:2]1[NH:11][C:10]2[C:5](=[CH:6][C:7]([N:16]3[CH:17]=[CH:18][CH:19]=[CH:20]3)=[C:8]([C:12]([F:15])([F:13])[F:14])[CH:9]=2)[N:4]=[C:3]1[C:21]([OH:23])=[O:22]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 17794643HCID 17794643, compound

Product 1

HCID 59874539HCID 59874539, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 3,4-dihydro-3-oxo-7-(pyrrole-1-yl)-6-trifluoromethylquinoxaline-2-carboxylate (67.0 mg, 191 μmol) in ethanol (2 ml) was added 1N aqueous solution of potassium hydroxide (382 μl, 382 μmol), and the mixture was refluxed for 1 hour. After cooling, the residue obtained by distilling off the solvent was dissolved into water and the pH value was brought to 2 with 4N hydrochloric acid. This was extracted with ethyl acetate and, after dried over anhydrous sodium sulfate, solvent was distilled off. Small quantity of water was added to the residue obtained. The crystals were collected by filtration, washed with water and then air-dried to obtain 52.9 mg of the title compound as yellowish brown powder. Yield 86%.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperatureAfter cooling
  3. customthe residue obtained
  4. distillationby distilling off the solvent
  5. dissolutionwas dissolved into water
  6. extractionThis was extracted with ethyl acetate
  7. dry with materialafter dried over anhydrous sodium sulfate, solvent
  8. distillationwas distilled off
  9. additionSmall quantity of water was added to the residue
  10. customobtained
  11. filtrationThe crystals were collected by filtration
  12. washwashed with water
  13. customair-dried

Sources & evidence

ORD record
ord-91f3f8e6e72d4bae85d3f1f268ba9561
Source dataset
uspto-grants-2002_02
Patent number
US06348461B1

Reaction notes

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