HCID 67461692, compound → HCID 67465013, compound

HRID 553890Notes

Reaction equation

HRID 553890 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:9]2[CH2:13][CH2:12][C@@H:11](/[CH:14]=[CH:15]/[C:16]([O:18][CH3:19])=[O:17])[N:10]2[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH:5]=[CH:6][C:7]=1[F:8].[H][H]>C(OCC)(=O)C.[C].[Pd]>[F:1][C:2]1[CH:3]=[C:4]([C@H:9]2[CH2:13][CH2:12][C@@H:11]([CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])[N:10]2[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 2

HCID 67461692HCID 67461692, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67465013HCID 67465013, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Palladium-carbon (containing 50% water, 124 mg) was added to a solution of tert-butyl (E)-(2R,5S)-2-(3,4-difluorophenyl)-5-(2-methoxycarbonylvinyl)pyrrolidine-1-carboxylate (0.95 g) in ethyl acetate (30 mL), and the reaction solution was stirred in a hydrogen atmosphere at room temperature for six hours. Palladium-carbon in the reaction solution was removed by filtration through celite, and the filtrate was concentrated under reduced pressure to obtain 0.90 g of the title compound. The property values of the compound are as follows.

Workup

  1. customPalladium-carbon in the reaction solution was removed by filtration through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-52ad97e5ff4b4390b7ab05a72c4330dd
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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