HCID 117759708, compound → HCID 117760106, compound

HRID 1049581Notes

Reaction equation

HRID 1049581 reaction equation
[C:1](=[O:30])([O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:15]=2[F:22])=[C:10]([C:23]#[C:24][C:25]([O:28][CH3:29])([CH3:27])[CH3:26])[CH:9]=1)[O:2][C:3]([CH3:6])([CH3:5])[CH3:4]>C(OCC)(=O)C.[C].[Pd]>[C:1](=[O:30])([O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:15]=2[F:22])=[C:10]([CH2:23][CH2:24][C:25]([O:28][CH3:29])([CH3:27])[CH3:26])[CH:9]=1)[O:2][C:3]([CH3:6])([CH3:5])[CH3:4]

Participants

4

Reactant 1

HCID 117759708HCID 117759708, compound

Product 1

HCID 117760106HCID 117760106, compoundYield 83.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl 2′-fluoro-5′-methoxy-2-(3-methoxy-3-methylbut-1-yn-1-yl)biphenyl-4-yl carbonate (241 mg) in ethyl acetate (5 mL) was added 10% palladium-carbon (48 mg) and, under a hydrogen atmosphere, the mixture was stirred at room temperature for 1 hr. The reaction mixture was filtered, the solvent of the filtrate was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (203 mg) as a colorless oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent of the filtrate was evaporated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-b19075a646b748e9b4c797fb06845268
Source dataset
uspto-grants-2016_07
Patent number
US09382188B2

Reaction notes

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