Potassium Carbonate → HCID 67532047, compound

HRID 1942140Notes

Reaction equation

HRID 1942140 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:14](=[O:15])[C:13]([C:16]([O:18]CC)=[O:17])=[N:12][C:11]3[CH:21]=[CH:22][CH:23]=[N:24][C:10]2=3)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:14](=[O:15])[C:13]([C:16]([OH:18])=[O:17])=[N:12][C:11]3[CH:21]=[CH:22][CH:23]=[N:24][C:10]2=3)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 67532786HCID 67532786, compound

Product 1

HCID 67532047HCID 67532047, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

2.9 g (9 mmol) of ethyl 4-(4-methoxyphenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine-2-carboxylate was dissolved in 1,4-dioxane (30 mL). A solution in which 1.8 g (13 mmol) of potassium carbonate was dissolved in water (60 mL) was prepared, and was added to the reaction solution at room temperature, and then the mixture was stirred for one hour at 50° C. After confirming the completion of the reaction, the reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. Water (50 mL) was added, and then the reaction solution was cooled to 0° C., and adjusted to pH 1 using 6 N hydrochloric acid. Subsequently, a solid was separated by filtration and dried, to obtain 2.6 g (yield: 98%) of 4-(4-methoxyphenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine-2-carboxylic acid as yellow crystals.

Workup

  1. customwas prepared
  2. additionwas added to the reaction solution at room temperature
  3. customthe completion of the reaction
  4. temperaturethe reaction solution was cooled to room temperature
  5. distillationthe solvent was distilled off under reduced pressure
  6. additionWater (50 mL) was added
  7. temperaturethe reaction solution was cooled to 0° C.
  8. customSubsequently, a solid was separated by filtration
  9. customdried

Sources & evidence

ORD record
ord-fd7d91817a214fa6a26f96cc3440ff53
Source dataset
uspto-grants-2013_03
Patent number
US08389523B2

Reaction notes

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