HCID 13151388, compound → 86724-78-9

HRID 851278Notes

Reaction equation

HRID 851278 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([O:10]CC2C=CC=CC=2)=[O:9])=[CH:6][CH:5]=[C:4]([F:18])[N:3]=1.[H][H]>C(O)C.[Pd]>[NH2:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=[C:4]([F:18])[N:3]=1

Participants

5

Reactant 2

HCID 13151388HCID 13151388, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 1315138786724-78-9Yield 96.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of benzyl 2-amino-6-fluoropyridine-3-carboxylate (2.0 g, 0.008 mole) in ethanol (250 ml) containing 5 percent Palladium on charcoal was shaken in a hydrogen atmosphere (50 psi was the initial pressure) using a Paar apparatus. Hydrogen uptake ceased after 10-15 minutes. After purging the hydrogen from the system, the catalyst was removed by filtration, and the solvent evaporated to give 1.2 g (94 percent) of the desired acid. Recrystallization from water gave an analytical sample: m.p.=205-214 decompose.

Workup

  1. customAfter purging the hydrogen from the system
  2. customthe catalyst was removed by filtration
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-e56cdabbae874984b4182fc6557963ae
Source dataset
uspto-grants-1983_05
Patent number
US04383851

Reaction notes

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