HCID 67463250, compound → HCID 67463609, compound

HRID 553923Notes

Reaction equation

HRID 553923 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 67463250HCID 67463250, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67463609HCID 67463609, compoundYield 90.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Palladium-carbon (containing 50% water, 900 mg) was added to a solution of tert-butyl (E)-(2S,5R)-2-(3,4-difluorophenyl)-5-(2-methoxycarbonylvinyl)pyrrolidine-1-carboxylate (4.5 g) in ethyl acetate (100 mL), and the reaction solution was stirred in a hydrogen atmosphere at room temperature for 2.5 hours. Palladium-carbon in the reaction solution was removed by filtration through celite, and the filtrate was concentrated under reduced pressure to obtain 4.1 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-b4495eb5418a49f39b8db7234fb61d02
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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