HCID 14555491, compound → HCID 14555493, compound

HRID 232051Notes

Reaction equation

HRID 232051 reaction equation
[C:1]1([CH2:7][CH:8]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])[C:9](=[O:23])[NH:10][CH:11]2[CH2:15][CH2:14][N:13](CC3C=CC=CC=3)[CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>CO.[Pd]>[C:1]1([CH2:7][CH:8]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:29])([CH3:28])[CH3:30])[C:9](=[O:23])[NH:10][CH:11]2[CH2:15][CH2:14][NH:13][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 14555491HCID 14555491, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14555493HCID 14555493, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 21.2 g (50 mmol) of [R-(R*,S*)]-[1-phenylmethyl-2-oxo-2-[(1-(phenylmethyl)-3-pyrrolidinyl)amino]ethyl]carbamic acid, 1,1-dimethylethyl ester in 200 ml of methanol was treated with 1.0 g of 20% palladium on carbon and shaken in a hydrogen atmosphere at pressures of 32.5-53.4 psi and temperatures of 23.0°-27.5° for 18 hours. The catalyst was removed by filtration and the solvent was removed in vacuo to give 16.3 g of the title compound.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-7b8653bddf5147a1905a33afb28e481b
Source dataset
uspto-grants-1989_07
Patent number
US04851418

Reaction notes

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