HCID 70869502, compound → HCID 86673327, compound

HRID 1913580Notes

Reaction equation

HRID 1913580 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]([CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[NH:10]C(OCC1C=CC=CC=1)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([CH2:8][N:9]([CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[NH2:10])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 70869502HCID 70869502, compound

Product 1

HCID 86673327HCID 86673327, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound (5.8 g, 15 mmol) obtained in step 1 was dissolved in methanol (60 mL), 10% palladium/carbon (M) (3.0 g) was added, and the mixture was stirred overnight under a hydrogen atmosphere. The reaction mixture was filtered through a filter cell, and the filtrate was concentrated. The obtained residue was purified by silica gel column chromatography (dichloromethane/methanol=9/1) to give the title compound (2.9 g, 11 mmol, 76%).

Workup

  1. filtrationThe reaction mixture was filtered through a filter cell
  2. concentrationthe filtrate was concentrated
  3. customThe obtained residue was purified by silica gel column chromatography (dichloromethane/methanol=9/1)

Sources & evidence

ORD record
ord-c1cba28b92a84f4fa5a8fa5add6a8c8e
Source dataset
uspto-grants-2013_12
Patent number
US08609715B2

Reaction notes

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