HCID 9999727, compound → HCID 69318700, compound

HRID 2375451Notes

Reaction equation

HRID 2375451 reaction equation
[CH:1]1([C:6]([OH:28])([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:7]([NH:9][C@H:10]2[CH2:14][CH2:13][N:12](CC3C=CC=CC=3)[CH2:11]2)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([C:6]([OH:28])([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:7]([NH:9][C@H:10]2[CH2:14][CH2:13][NH:12][CH2:11]2)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 9999727HCID 9999727, compound

Product 1

HCID 69318700HCID 69318700, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 887MethanolSolvent2×

Procedure

The compound 2-cyclopentyl-2-hydroxy-N-[(3S)-1-benzyl-pyrrolidin-3-yl]-2-phenyl-acetamide (0.8 g, 2.12 mM) was dissolved in methanol (20.0 ml) and 10% palladium on carbon (0.2 g) is added. After hydrogenating at room temperature for 10 hours at 65-70 psi, the second lot of 10% palladium on carbon (0.2 g) was added and hydrogenation was continued for 10 more hours at 65-70 psi at room temperature. The reaction mixture was diluted with methanol and filtered through a bed of hyflo. The filtrate was concentrated under vacuum and used as such in the next step.

Workup

  1. customwas continued for 10 more hours at 65-70 psi at room temperature
  2. filtrationfiltered through a bed of hyflo
  3. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-31a6fb59ddd74fa4b7fd3d3959508398
Source dataset
uspto-grants-2008_12
Patent number
US07465751B2

Reaction notes

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