Potassium Hydroxide → HCID 18369212, compound

HRID 1699729Notes

Reaction equation

HRID 1699729 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:17])[C:8]([C:12]([O:14]CC)=[O:13])=[N:9]2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19].[OH-].[K+]>C(O)C>[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:17])[C:8]([C:12]([OH:14])=[O:13])=[N:9]2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 18369226HCID 18369226, compound

Product 1

HCID 18369212HCID 18369212, compoundYield 47.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 7-amino-3,4-dihydro-3-oxo-6-trifluoromethylquinoxaline-2-carboxylate (55.9 mg, 186 μmol) in ethanol (2 ml) was added 1N aqueous solution of potassium hydroxide (446 μl, 446 μmol), and the mixture was refluxed for 1.5 hours. After cooling, solvent was distilled off, water was added and the pH value was brought to 2 with 4N hydrochloric acid. Solvent was distilled off again and small quantity of water was added. The crystals were collected by filtration, washed with water and then air-dried to obtain 24.2 mg of the title compound as dark red powder. Yield 45%.

Workup

  1. temperaturethe mixture was refluxed for 1.5 hours
  2. temperatureAfter cooling
  3. distillationsolvent was distilled off
  4. additionwater was added
  5. distillationSolvent was distilled off again
  6. additionsmall quantity of water was added
  7. filtrationThe crystals were collected by filtration
  8. washwashed with water
  9. customair-dried

Sources & evidence

ORD record
ord-3e8a5293cf1e44e7b19270986a327ea1
Source dataset
uspto-grants-2002_02
Patent number
US06348461B1

Reaction notes

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