Benzyl 1-(2-(isopentylamino)-2-oxoethyl)-2-oxo-1,2-dihydropyridin-3-ylcarbamate → 2-(3-Amino-2-oxopyridin-1(2H)-yl)-N-isopentylacetamide

HRID 58321

Reaction equation

HRID 58321 reaction equation
[CH2:1]([NH:6][C:7](=[O:27])[CH2:8][N:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15]C(=O)OCC2C=CC=CC=2)[C:10]1=[O:26])[CH2:2][CH:3]([CH3:5])[CH3:4]>C(O)C.[Pd]>[NH2:15][C:11]1[C:10](=[O:26])[N:9]([CH2:8][C:7]([NH:6][CH2:1][CH2:2][CH:3]([CH3:4])[CH3:5])=[O:27])[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 89926023Benzyl 1-(2-(isopentylamino)-2-oxoethyl)-2-oxo-1,2-dihydropyridin-3-ylcarbamate

Product 1

HCID 621027802-(3-Amino-2-oxopyridin-1(2H)-yl)-N-isopentylacetamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

573 mg of benzyl 1-(2-(isopentylamino)-2-oxoethyl)-2-oxo-1,2-dihydropyridin-3-ylcarbamate (ZED1020, 1.54 mmol) are dissolved under nitrogen atmosphere in 100 mL of ethanol. To this solution 50 mg of Pd/C (10%) is added and stirred under hydrogen atmosphere at atmosphere pressure for 1 h at RT. The catalysis is separated by filtration over silica gel, before the solvent is removed in vacuo. Green solid is obtained and it is suitable 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. customGreen solid is obtained
  4. customit is suitable for further processing without purification

Sources & evidence

ORD record
ord-e04a6a6bdfb94eadbe3d12bb628ca028
Source dataset
uspto-grants-2016_09
Patent number
US09434763B2

Linked notes

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