Ethyl 5-nitro-1-methoxymethyl-3-uracilylacetate → Ethyl 5-amino-1-methoxymethyluracilylacetate

HRID 2257105Notes

Reaction equation

HRID 2257105 reaction equation
[N+:1]([C:4]1[C:5](=[O:20])[N:6]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:7](=[O:13])[N:8]([CH2:10][O:11][CH3:12])[CH:9]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[C:5](=[O:20])[N:6]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:7](=[O:13])[N:8]([CH2:10][O:11][CH3:12])[CH:9]=1

Participants

4

Reactant 1

HCID 21355699Ethyl 5-nitro-1-methoxymethyl-3-uracilylacetate

Product 1

HCID 54496358Ethyl 5-amino-1-methoxymethyluracilylacetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A stirred solution of the compound of Example 42 (10.0 g, 35 mmole) in ethanol (100 mL) is hydrogenated over 10% Pd/C (1.00 g) for 8 hours under balloon pressure. Celite is added, and the reaction mixture is filtered through a pad of celite, using ethyl acetate to wash. The solvent is removed in vacuo to give crude ethyl 5-amino-1-methoxymethyl-uracilylacetate.

Workup

  1. additionCelite is added
  2. filtrationthe reaction mixture is filtered through a pad of celite
  3. washto wash
  4. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-fa3c29130cb542078d2bf66b901bf4a7
Source dataset
uspto-grants-1997_08
Patent number
US05656645

Reaction notes

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