HCID 70655471, compound → HCID 70654764, compound

HRID 879132Notes

Reaction equation

HRID 879132 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:10])=[CH2:9])[CH:5]=[C:4]([F:11])[C:3]=1[C:12]1[N:17]=[C:16]([C:18]([O:20][CH3:21])=[O:19])[CH:15]=[CH:14][C:13]=1[F:22]>CO.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:9])[CH3:10])[CH:5]=[C:4]([F:11])[C:3]=1[C:12]1[N:17]=[C:16]([C:18]([O:20][CH3:21])=[O:19])[CH:15]=[CH:14][C:13]=1[F:22]

Participants

4

Reactant 1

HCID 70655471HCID 70655471, compound

Product 1

HCID 70654764HCID 70654764, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a degassed solution of methyl 6-(2,6-difluoro-4-(prop-1-en-2-yl)phenyl)-5-fluoropicolinate (1.0 equiv.) in MeOH (0.09 M) was added Pd/C (0.1 equiv.) and the reaction was stirred at rt under an atmosphere of hydrogen. After overnight stirring, filtered through a pad of Celite and washed with Methanol. The filtrate was concentrated and dried under vacuo to give methyl 6-(2,6-difluoro-4-isopropylphenyl)-5-fluoropicolinate. LC/MS=310.0 (M+H), Rt=1.00 min.

Workup

  1. stirringAfter overnight stirring
  2. filtrationfiltered through a pad of Celite
  3. washwashed with Methanol
  4. concentrationThe filtrate was concentrated
  5. customdried under vacuo

Sources & evidence

ORD record
ord-04cc977ded5743e78e33c495e6824796
Source dataset
uspto-grants-2015_03
Patent number
US08987457B2

Reaction notes

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