HCID 67463852, compound → HCID 67458715, compound

HRID 553891Notes

Reaction equation

HRID 553891 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:9]2[CH2:13][CH2:12][C@@H:11]([CH2:14][CH2:15]/[CH:16]=[CH:17]/[C:18]([O:20][CH3:21])=[O:19])[N:10]2[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[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][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])[N:10]2[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 2

HCID 67463852HCID 67463852, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67458715HCID 67458715, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Palladium-carbon (containing 50% water, 0.376 g) was added to a solution of tert-butyl (2R,5R)-2-(3,4-difluorophenyl)-5-{(E)-4-methoxycarbonyl-3-butenyl}pyrrolidine-1-carboxylate (1.3 g) in ethyl acetate (50 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 1.3 g of the title compound.

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-16d2c35410b44de58d94f8797f1141d8
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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