Methyl 2-(1,2-dimethyl-1-propenyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate → Methyl 2-(1,2-dimethylpropyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

HRID 1662485Notes

Reaction equation

HRID 1662485 reaction equation
[CH3:1][C:2]([C:6]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=[CH:8][C:7]=1[C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[F:24])=[C:3]([CH3:5])[CH3:4]>CCOC(C)=O.[Pd]>[CH3:1][CH:2]([C:6]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=[CH:8][C:7]=1[C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[F:24])[CH:3]([CH3:4])[CH3:5]

Participants

4

Reactant 1

HCID 57706075Methyl 2-(1,2-dimethyl-1-propenyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

Product 1

HCID 57705901Methyl 2-(1,2-dimethylpropyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 69.12A (0.050 g, 0.2 mmol) in EtOAc (3 mL) at 23° C. was added palladium on carbon (0.02 g, 0.2 mmol). The reaction was placed under an atmosphere of hydrogen and stirred for four hours. The reaction was then filtered and concentrated in vacuo. The purity of 69.12B was deemed sufficient such that it was used directly in the next reaction.

Workup

  1. filtrationThe reaction was then filtered
  2. concentrationconcentrated in vacuo
  3. customwas used directly in the next reaction

Sources & evidence

ORD record
ord-1e6234b7c29e4c2587f54cfd62f009f2
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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