HCID 53878961, compound → HCID 54385336, compound

HRID 1085550Notes

Reaction equation

HRID 1085550 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][C@H:7]1[O:11][C@@H:10]([N:12]2[CH:19]=[C:18]([CH2:20][CH3:21])[C:16](=[O:17])[NH:15][C:13]2=[O:14])[CH2:9][C@@H:8]1[OH:22])=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH2:4][CH2:5][CH2:6][C@H:7]1[O:11][C@@H:10]([N:12]2[CH:19]=[C:18]([CH2:20][CH3:21])[C:16](=[O:17])[NH:15][C:13]2=[O:14])[CH2:9][C@@H:8]1[OH:22]

Participants

4

Reactant 1

HCID 53878961HCID 53878961, compound

Product 1

HCID 54385336HCID 54385336, compoundYield 89.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 0.28 g of 5'-(2-azidoethyl)-2',5'-dideoxy-5-ethyluridine in 50 ml of ethanol was hydrogenated over 50 mg of 10% palladium-on-carbon catalyst for 2 hours. The catalyst was removed by filtration and the filtrate was evaporated to dryness to give 0.23 g of 5'-(2-aminoethyl)-2',5'-dideoxy-5-ethyluridine in the form of a colorless oil which crystallized upon standing.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-26c5a796c62a4e22938f57f0aa2ee0e0
Source dataset
uspto-grants-1991_04
Patent number
US05010060

Reaction notes

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