9-(3-Azidopropyl)adenine → 9h-Purine-9-propanamine, 6-amino-

HRID 1896067Notes

Reaction equation

HRID 1896067 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][N:7]1[CH:15]=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][C:12]=2[NH2:16])=[N+]=[N-].[H][H]>[Pd].CO>[NH2:1][CH2:4][CH2:5][CH2:6][N:7]1[CH:15]=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][C:12]=2[NH2:16]

Participants

5

Reactant 2

HCID 120978459-(3-Azidopropyl)adenineHCID 178418361HCID 178418361, compound

Product 1

HCID 2864729h-Purine-9-propanamine, 6-amino-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 9-(3-azidopropyl)adenine and 5% palladium on carbon in methanol was reacted with hydrogen gas at room temperature for 22 hours. The catalyst was removed by filtration, the solvent was removed to give 9-(3-aminopropyl)adenine as a white solid. The reference for the synthetic procedure is Zhang et al., “Syntheses and coordination chemistry of aminomethylphosphine derivatives of adenine,” Euro. J. Inorg. Chem. 13:2426-37, 2003, which is incorporated by reference herein in its entirety.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-bfc23ca17e3b40ad8b14ad0ee9d4bd1f
Source dataset
uspto-grants-2013_08
Patent number
US08518885B2

Reaction notes

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