HCID 59226617, compound → HCID 59226414, compound

HRID 2192631Notes

Reaction equation

HRID 2192631 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]([C:13]([OH:15])=[O:14])[CH:10]=[CH:9][C:8]=2[F:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1>CO.[Pd]>[CH:1]1([C:7]2[N:12]=[C:11]([C:13]([OH:15])=[O:14])[CH:10]=[CH:9][C:8]=2[F:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 59226617HCID 59226617, compound

Product 1

HCID 59226414HCID 59226414, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a degassed solution of 6-cyclohexenyl-5-fluoropicolinic acid (1.0 equiv.) in MeOH (0.07M) was added 10% Pd/C (0.1 equiv.) and the reaction was stirred under a hydrogen balloon overnight. The solution was then filtered, rinsed with MeOH, and the filtrate was concentrated to afford 6-cyclohexyl-5-fluoropicolinic acid in 65% yield. LC/MS=224.2 (M+H), Rt=0.95 min.

Workup

  1. filtrationThe solution was then filtered
  2. washrinsed with MeOH
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-04b6d2e77c884a06bfe4aa6b155dfbc4
Source dataset
uspto-grants-2012_12
Patent number
US08329732B2

Reaction notes

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