HCID 67423178, compound → HCID 46214027, compound

HRID 2365902Notes

Reaction equation

HRID 2365902 reaction equation
[CH2:1]([NH:6][C:7]([N:9]1[CH2:12][CH:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19]CC3C=CC=CC=3)=[CH:15][C:14]=2[O:27]CC2C=CC=CC=2)[CH2:10]1)=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5]>CO.[Pd]>[CH2:1]([NH:6][C:7]([N:9]1[CH2:12][CH:11]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][C:14]=2[OH:27])[CH2:10]1)=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 1

HCID 67423178HCID 67423178, compound

Product 1

HCID 46214027HCID 46214027, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a 10 ml round-bottomed flask, 0.2 g of 3-(2,4-bis(benzyloxy)phenyl)azetidine-1-carboxylic acid pentylamide is dissolved in 6 ml of methanol in the presence of 0.1 g of palladium-on-charcoal at 10%. The reaction mixture is stirred for 6 hours under a hydrogen atmosphere. The reaction mixture is filtered and the residue is then chromatographed on silica gel (95/5 dichloromethane/methanol).

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe residue is then chromatographed on silica gel (95/5 dichloromethane/methanol)

Sources & evidence

ORD record
ord-9716ad53ca1948719712f1433c0cbde1
Source dataset
uspto-grants-2014_04
Patent number
US08697726B2

Reaction notes

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