HCID 69766872, compound → HCID 69767138, compound

HRID 1785275Notes

Reaction equation

HRID 1785275 reaction equation
[F:1][C:2]1([F:30])[CH2:6][CH2:5][C@@H:4]([C@@:7]([OH:29])([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:8]([O:10][CH2:11][CH2:12][CH2:13][N:14](CC2C=CC=CC=2)[CH3:15])=[O:9])[CH2:3]1>CO.[OH-].[Pd+2].[OH-].[C].[H][H]>[F:1][C:2]1([F:30])[CH2:6][CH2:5][C@@H:4]([C@@:7]([OH:29])([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:8]([O:10][CH2:11][CH2:12][CH2:13][NH:14][CH3:15])=[O:9])[CH2:3]1

Participants

5

Reactant 1

HCID 69766872HCID 69766872, compound

Product 1

HCID 69767138HCID 69767138, compoundYield 99.5%

Reagents, catalysts & solvents 3

HCID 178502593HCID 178502593, compoundCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution of 41 mg of 3-(benzyl(methyl)amino)propyl (2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylethanoate in 2 ml of methanol, 10 mg of palladium hydroxide-carbon catalyst was added, followed by 2 hours' stirring at ambient temperature and pressure in hydrogen atmosphere. The reaction liquid was filtered with Celite. Distilling the solvent off from the filtrate under reduced pressure, 32 mg of the title compound was obtained.

Workup

  1. customThe reaction liquid
  2. filtrationwas filtered with Celite
  3. distillationDistilling the solvent off from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-8218e48e8a834f22a8b9a07fa9eada15
Source dataset
uspto-grants-2009_03
Patent number
US07504432B2

Reaction notes

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