HCID 24765046, compound → HCID 24765047, compound

HRID 658300Notes

Reaction equation

HRID 658300 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2([C:15]3[CH:28]=[CH:27][C:18]([C:19]([NH:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[O:20])=[CH:17][CH:16]=3)[CH2:14][CH:13]=[CH:12][CH2:11]2)[CH:5]=[C:4]([CH3:29])[C:3]=1[C:30]1[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=1>CCO.[Pd]>[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2([C:15]3[CH:28]=[CH:27][C:18]([C:19]([NH:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[O:20])=[CH:17][CH:16]=3)[CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:5]=[C:4]([CH3:29])[C:3]=1[C:30]1[CH:31]=[CH:32][C:33]([C:36]([F:37])([F:39])[F:38])=[CH:34][CH:35]=1

Participants

4

Reactant 1

HCID 24765046HCID 24765046, compound

Product 1

HCID 24765047HCID 24765047, compoundYield 26%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-{4-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-yloxymethyl)-cyclopent-3-enyl]-benzoylamino}-propionic acid (0.134 g, 0.250 mmol) in EtOH (3.0 mL) is treated with 10% palladium on carbon (26.7 mg), flushed with hydrogen, and stirred under 1 atm pressure overnight. The mixture is then filtered through Celite® and concentrated to provide 0.0350 g (26%) of the title compound as a clear syrup. MS (ES): 540.4 [M+H]+.

Workup

  1. customflushed with hydrogen
  2. filtrationThe mixture is then filtered through Celite®
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-04f3269c860f449291fd0702d425dc95
Source dataset
uspto-grants-2011_12
Patent number
US08076374B2

Reaction notes

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