HCID 86630312, compound → HCID 68767562, compound

HRID 1171602Notes

Reaction equation

HRID 1171602 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][C@H:7]([N:10]2[CH2:14][CH2:13][C@H:12]([NH:15]C(=O)OCC3C=CC=CC=3)[C:11]2=[O:26])[C@H:6]([CH2:27][CH2:28][CH3:29])[CH2:5]1)([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[NH2:15][C@H:12]1[CH2:13][CH2:14][N:10]([C@H:7]2[CH2:8][CH2:9][N:4]([CH:1]([CH3:2])[CH3:3])[CH2:5][C@H:6]2[CH2:27][CH2:28][CH3:29])[C:11]1=[O:26]

Participants

5

Reactant 2

HCID 86630312HCID 86630312, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68767562HCID 68767562, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of benzyl (S)-1-((3R,4S)-1-isopropyl-3-propylpiperidin-4-yl)-2-oxopyrrolidin-3-ylcarbamate (faster) (0.262 g) and Pd/C (0.056 g) in MeOH were stirred at rt under 50 psi hydrogen. After overnight stirring, the reaction was filtered through Celite. Concentrated and dried in vacuo to get the desired product, (3S)-3-amino-1-((3R,4S)-1-isopropyl-3-propylpiperidin-4-yl)pyrrolidin-2-one (faster) (0.166 g, yield=95%) as a clear oil.

Workup

  1. filtrationthe reaction was filtered through Celite
  2. concentrationConcentrated
  3. customdried in vacuo

Sources & evidence

ORD record
ord-9d8d9663a3504ea0802bd5fafaaaa3f9
Source dataset
uspto-grants-2010_11
Patent number
US07829571B2

Reaction notes

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