HCID 66877359, compound → HCID 66876536, compound

HRID 503959Notes

Reaction equation

HRID 503959 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=3)(=[O:21])=[O:20])=[CH:15][C:14]=2[C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=3)(=[O:21])=[O:20])=[CH:15][C:14]=2[C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 66877359HCID 66877359, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66876536HCID 66876536, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

3-[2-Ethoxycarbonyl-4-(3-fluoro-benzenesulfonyl)-phenyl]-pyrrole-1-carboxylic acid tert-butyl ester (288 mg, 0.608 mmol) was dissolved in 40 ml of MeOH. Pd(OH)2 (200 mg) was added and the mixture was placed in a Parr bomb and stirred under 200 psi of Hydrogen for 72 hours. The solution was filtered through Celite and the filtrate was concentrated under reduced pressure to give 290 mgs (quantitative) of 3-[2-Ethoxycarbonyl-4-(3-fluoro-benzenesulfonyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester as a white crystalline solid.

Workup

  1. filtrationThe solution was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1369d7b1842a4454aa2c804016e7b67a
Source dataset
uspto-grants-2010_08
Patent number
US07776910B2

Reaction notes

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