HCID 67674371, compound → HCID 44374281, compound

HRID 1734096Notes

Reaction equation

HRID 1734096 reaction equation
[CH3:1][N:2]([C@@H:18]([C:26]1[CH:31]=[CH:30][C:29]([O:32]CC2C=CC=CC=2)=[CH:28][CH:27]=1)[CH2:19][N:20]1[CH2:24][CH2:23][C@H:22]([OH:25])[CH2:21]1)[C:3](=[O:17])[CH:4]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][N:2]([C@@H:18]([C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1)[CH2:19][N:20]1[CH2:24][CH2:23][C@H:22]([OH:25])[CH2:21]1)[C:3](=[O:17])[CH:4]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 67674371HCID 67674371, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 44374281HCID 44374281, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1 g of N-methyl-N-[(1S)-1-(p-benzyloxyphenyl)-2-((3S)-3-hydroxypyrrolidino)ethyl]-2,2-diphenylacetamide in 25 ml of ethyl acetate is hydrogenated on 0.5 g of 5% Pd-C at 20° and under 1 bar until hydrogen uptake ceases, the mixture is filtered, the filtrate is evaporated, and N-methyl-N-[(1S)-1-(p-hydroxyphenyl)-2-((3S)-3-hydroxypyrrolidino)ethyl]-2,2-diphenylacetamide is obtained.

Workup

  1. filtrationthe mixture is filtered
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-cffb53e3427c40c39a2d774c18ee8daf
Source dataset
uspto-grants-1996_07
Patent number
US05532266

Reaction notes

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