HCID 54104497, compound → HCID 18633445, compound

HRID 1085538Notes

Reaction equation

HRID 1085538 reaction equation
[CH2:1]([C:3]1[C:4](=[O:26])[NH:5][C:6](=[O:25])[N:7]([CH:24]=1)[C@@H:8]1[O:23][C@H:12]([CH2:13][N:14](C)[CH2:15]C2C=CC=CC=2)[C@@H:10]([OH:11])[CH2:9]1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([C:3]1[C:4](=[O:26])[NH:5][C:6](=[O:25])[N:7]([CH:24]=1)[C@@H:8]1[O:23][C@H:12]([CH2:13][NH:14][CH3:15])[C@@H:10]([OH:11])[CH2:9]1)[CH3:2]

Participants

4

Reactant 1

HCID 54104497HCID 54104497, compound

Product 1

HCID 18633445HCID 18633445, compoundYield 101.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

1.1 g of 2',5'-dideoxy-5-ethyl-5'-(N-methyl-N-benzylamino)uridine were taken up in 75 ml of ethanol and 1 g of palladium-on-carbon catalyst in 25 g ml of ethanol was added under a nitrogen atmosphere. The mixture was hydrogenated at room temperature and under atmospheric pressure. The catalyst was removed by filtration and the filtrate was evaporated to give 0.84 g of 2',5'-dideoxy-5-ethyl-5'methylaminouridine of melting point 145°-147° C.

Workup

  1. customwas hydrogenated at room temperature and under atmospheric pressure
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-b3759d79a06e44a1a07c8a5d355430a1
Source dataset
uspto-grants-1991_04
Patent number
US05010060

Reaction notes

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