HCID 69621017, compound → HCID 69621018, compound

HRID 1822607Notes

Reaction equation

HRID 1822607 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][CH2:12][CH2:13][NH:14][CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH:6][C:5]=1[OH:23].[H][H]>CO.[C].[Pd]>[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][NH:14][CH2:15][C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])=[CH:6][C:5]=1[OH:23]

Participants

5

Reactant 2

HCID 69621017HCID 69621017, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69621018HCID 69621018, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A solution of the compound (0.845 g) obtained in (1) above in methanol (20 ml) was vigorously stirred in the presence of 10% palladium-carbon (0.106 g) in a stream of hydrogen. After filtering through Celite, the mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=4/1 v/v) to give the title compound (0.810 g, yield 95%).

Workup

  1. filtrationAfter filtering through Celite
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=4/1 v/v)

Sources & evidence

ORD record
ord-26b0044b4c1447408ddcf5b03a53b74a
Source dataset
uspto-grants-2006_05
Patent number
USRE039088E1

Reaction notes

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