Potassium Carbonate → HCID 59769253, compound

HRID 2217962Notes

Reaction equation

HRID 2217962 reaction equation
C(O[C:4]([C:6]1[N:7]=[N:8][CH:9]=[CH:10][C:11]=1[NH:12][C:13](=[O:24])[CH2:14][C:15]1[C:20]([F:21])=[CH:19][C:18]([F:22])=[CH:17][C:16]=1[F:23])=[O:5])C.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.CO>[F:21][C:20]1[CH:19]=[C:18]([F:22])[CH:17]=[C:16]([F:23])[C:15]=1[CH:14]1[C:13](=[O:24])[NH:12][C:11]2[CH:10]=[CH:9][N:8]=[N:7][C:6]=2[C:4]1=[O:5]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 68937298HCID 68937298, compound

Product 1

HCID 59769253HCID 59769253, compoundYield 97.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

The product from Step 2 (0.307 g) and potassium carbonate (0.25 g) were stirred in dry DMF (10 ml) at 110° C. for 2 hours and then cooled and stood for 18 hours. The DMF was evaporated and the resulting brown solid was triturated with diethyl ether and the organic phase decanted. The solid was dissolved in water then acidified with dilute hydrochloric acid to neutrality. Most of the aqueous phase was then evaporated, leading to precipitation of a black solid that was filtered, and the yellow/brown aqueous phase was evaporated to dryness, affording a residue that was dissolved in methanol, the insoluble inorganic salts were filtered and the organic phase was evaporated to dryness to give 7-(2,4,6-trifluorophenyl)-5H-pyrido[3,2-c]pyridazine-6,8-dione as a light brown/beige solid (0.258 g).

Workup

  1. temperaturecooled
  2. customThe DMF was evaporated
  3. customthe resulting brown solid was triturated with diethyl ether
  4. customthe organic phase decanted
  5. dissolutionThe solid was dissolved in water
  6. customMost of the aqueous phase was then evaporated
  7. customleading to precipitation of a black solid
  8. filtrationthat was filtered
  9. customthe yellow/brown aqueous phase was evaporated to dryness
  10. customaffording a residue that
  11. filtrationthe insoluble inorganic salts were filtered
  12. customthe organic phase was evaporated to dryness

Sources & evidence

ORD record
ord-69524578179642b6a437f3390a68c699
Source dataset
uspto-grants-2008_08
Patent number
US07410967B2

Reaction notes

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