Hydrochloric Acid → HCID 67926647, compound

HRID 232390Notes

Reaction equation

HRID 232390 reaction equation
[C:1]([C:4]1[C:5](=[O:21])[NH:6][C:7](=[O:20])[N:8]([CH:19]=1)[C@@H:9]1[O:18][C@H:13]([CH2:14][N:15]=[N+]=[N-])[C@@H:11]([OH:12])[CH2:10]1)(=[O:3])[CH3:2].[ClH:22]>CO.[Pd].C(O)C>[ClH:22].[C:1]([C:4]1[C:5](=[O:21])[NH:6][C:7](=[O:20])[N:8]([CH:19]=1)[C@@H:9]1[O:18][C@H:13]([CH2:14][NH2:15])[C@@H:11]([OH:12])[CH2:10]1)(=[O:3])[CH3:2]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 54325433HCID 54325433, compound

Product 1

HCID 67926647HCID 67926647, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 887MethanolSolvent2×

Procedure

0.80 g of 5-acetyl-5'-azido-2',5'-dideoxyuridine was dissolved in 100 ml of methanol and 10 ml of 0.27M hydrogen chloride in methanol were added. 0.1 g of 5% palladium-on-charcoal catalyst was added as a slurry in ethanol and the mixture was hydrogenated for 3 hours at room temperature and under atmospheric pressure. The catalyst was removed by filtration and the filtrate was evaporated to give 0.91 g of hygro-scopic 5-acetyl-5'-amino-2',5'-dideoxyuridine hydrochloride of melting point 73°-85° C. (decomposition).

Workup

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

Sources & evidence

ORD record
ord-a5e8560273c6405cad852a10052853a8
Source dataset
uspto-grants-1989_07
Patent number
US04851519

Reaction notes

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