HCID 70654064, compound → HCID 178524534, compound

HRID 336513Notes

Reaction equation

HRID 336513 reaction equation
C([O:8][C:9]1[N:17]=[C:16]([O:18]CC2C=CC=CC=2)[C:15]([F:26])=[CH:14][C:10]=1[C:11]([OH:13])=[O:12])C1C=CC=CC=1>O1CCOCC1.[OH-].[Pd+2].[OH-]>[OH:8][C:9]1[N:17]=[C:16]([OH:18])[C:15]([F:26])=[CH:14][C:10]=1[C:11]([OH:13])=[O:12]

Participants

4

Reactant 1

HCID 70654064HCID 70654064, compound

Product 1

HCID 178524534HCID 178524534, compoundYield 105.3%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 312751,4-DioxaneSolvent

Procedure

Next, 2,6-dibenzyloxy-5-fluoronicotinic acid (5.00 g) was dissolved in dioxane (50 mL), and 20% palladium hydroxide (50% wet, 500 mg) was added thereto and reacted under a hydrogen atmosphere for 1 hour. The palladium hydroxide was filtered through Celite from the resulting reaction product, and the solvent was evaporated to obtain a compound, i.e., 2,6-dihydroxy-5-fluoronicotinic acid (2.58 g).

Workup

  1. customreacted under a hydrogen atmosphere for 1 hour
  2. filtrationThe palladium hydroxide was filtered through Celite from the resulting reaction product
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-109890f06e9d43a6a71242cb6e06ada2
Source dataset
uspto-grants-2014_11
Patent number
US08889699B2

Reaction notes

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