(3-Benzyloxycarbonylamino-2-oxo-2h-pyridin-1-yl)acetic acid tert-butyl ester → 3-Amino-1-(tert-butoxycarbonylmethyl)-2-pyridinone

HRID 58322Notes

Reaction equation

HRID 58322 reaction equation
C(OC([NH:11][C:12]1[C:13](=[O:26])[N:14]([CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH:15]=[CH:16][CH:17]=1)=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C:12]1[C:13](=[O:26])[N:14]([CH2:18][C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 70027044(3-Benzyloxycarbonylamino-2-oxo-2h-pyridin-1-yl)acetic acid tert-butyl ester

Product 1

HCID 44562653-Amino-1-(tert-butoxycarbonylmethyl)-2-pyridinone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2.00 g of tert-butyl 2-(3-(benzyloxycarbonylamino)-2-oxopyridin-1(2H)-yl)acetate are dissolved under nitrogen atmosphere in 70 mL of ethanol. To this solution 200 mg of Pd/C (10%) is added and stirred under hydrogen atmosphere at atmosphere pressure for 1.5 h at RT. The catalysis is separated by filtration over silica gel, before the solvent is removed in vacuo. The crude product is used for further processing without purification.

Workup

  1. customThe catalysis is separated by filtration over silica gel, before the solvent
  2. customis removed in vacuo
  3. customThe crude product is used for further processing without purification

Sources & evidence

ORD record
ord-4384503b863c445485bff3a0d4e24490
Source dataset
uspto-grants-2016_09
Patent number
US09434763B2

Reaction notes

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