HCID 131734077, compound → HCID 117840935, compound

HRID 714867Notes

Reaction equation

HRID 714867 reaction equation
C(OC(=O)[NH:10][C:11]1[CH:12]=[N:13][C:14]([C:17]([CH3:22])([CH3:21])[C:18]([NH2:20])=[O:19])=[CH:15][CH:16]=1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([CH3:22])([CH3:21])[C:18]([NH2:20])=[O:19])=[N:13][CH:12]=1

Participants

4

Reactant 1

HCID 131734077HCID 131734077, compound

Product 1

HCID 117840935HCID 117840935, compoundYield 19.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of the crude benzyl(6-(1-amino-2-methyl-1-oxopropan-2-yl)pyridin-3-yl)carbamate (880 mg) obtained in Step E of Example 153 in ethanol (30 mL) was added 10% palladium-carbon (90 mg), and the mixture was stirred overnight at room temperature under hydrogen atmosphere (at normal pressures). The palladium-carbon was removed by filtration through Celite, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (100 mg).

Workup

  1. customThe palladium-carbon was removed by filtration through Celite
  2. customthe solvent was evaporated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate/methanol)

Sources & evidence

ORD record
ord-5921277a8b214901a944627663f6f226
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Reaction notes

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