HCID 59356043, compound → HCID 59356008, compound

HRID 660992Notes

Reaction equation

HRID 660992 reaction equation
[CH3:1][O:2][C:3](=[O:39])[CH2:4][CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([C:14]2([CH2:19][O:20][C:21]3[CH:26]=[C:25]([CH3:27])[C:24]([C:28]4[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=4)=[C:23]([CH3:38])[CH:22]=3)[CH2:18][CH:17]=[CH:16][CH2:15]2)=[CH:12][CH:13]=1)=[O:8]>CCO.[Pd]>[CH3:1][O:2][C:3](=[O:39])[CH2:4][CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([C:14]2([CH2:19][O:20][C:21]3[CH:26]=[C:25]([CH3:27])[C:24]([C:28]4[CH:29]=[CH:30][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:32][CH:33]=4)=[C:23]([CH3:38])[CH:22]=3)[CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:12][CH:13]=1)=[O:8]

Participants

4

Reactant 1

HCID 59356043HCID 59356043, compound

Product 1

HCID 59356008HCID 59356008, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-({5-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-yloxymethyl)-cyclopent-3-enyl]-thiophene-2-carbonyl}-amino)-propionic acid methyl ester (0.0828 g, 0.148 mmol) in EtOH (2.0 mL) is treated with 10% palladium on carbon (16 mg), flushed with H2, and stirred under 1 atm pressure for 50 min. The mixture is then filtered through Celite® and concentrated. to provide 3-({5-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-yloxymethyl)-cyclopentyl]-thiophene-2-carbonyl}-amino)-propionic acid methyl ester (0.0770 g, 93%) as a white foam. MS (ES): 558.3 [M−H]−.

Workup

  1. customflushed with H2
  2. filtrationThe mixture is then filtered through Celite®
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6a7393bb17df4924bf9da013c9767bc3
Source dataset
uspto-grants-2011_12
Patent number
US08084489B2

Reaction notes

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