3-(Benzyloxycarbonyl)amino-6-isopropyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone → 3-Amino-6-isopropyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone

HRID 749091Notes

Reaction equation

HRID 749091 reaction equation
C(OC([NH:11][C:12]1[C:13](=[O:29])[N:14]([CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:15]([CH:18]([CH3:20])[CH3:19])=[CH:16][CH:17]=1)=O)C1C=CC=CC=1>CO.[Pd]>[NH2:11][C:12]1[C:13](=[O:29])[N:14]([CH2:21][C:22]([O:24][C:25]([CH3:26])([CH3:28])[CH3:27])=[O:23])[C:15]([CH:18]([CH3:19])[CH3:20])=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 221786803-(Benzyloxycarbonyl)amino-6-isopropyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone

Product 1

HCID 221786313-Amino-6-isopropyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-(Benzyloxycarbonyl)amino-6-isopropyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone (1.35, 3.37 mmol), as prepared in the preceding step, and 10% palladium (0) on activated carbon (0.12 g) were dissolved in methanol (50 mL), degassed, backfilled with nitrogen, and stirred under hydrogen gas at ambient pressure and temperature for 2 hours. The reaction mixture was then filtered through Celite and the filtrate evaporated giving the title compound as a golden oil, which was used without further purification.

Workup

  1. customdegassed
  2. filtrationThe reaction mixture was then filtered through Celite
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-9f056a2f559d4e1c8c9f68335d0ccafe
Source dataset
uspto-grants-2008_07
Patent number
US07402586B2

Reaction notes

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