Ethanol → HCID 10150065, compound

HRID 1355413Notes

Reaction equation

HRID 1355413 reaction equation
[C:1]([N:4]1[C:8]2=[N:9][C:10]3[N:11]([CH3:27])[C:12](=[O:26])[N:13]([CH2:17][CH2:18][CH2:19][CH2:20][C@H:21]([N:23]=[N+]=[N-])[CH3:22])[C:14](=[O:16])[C:15]=3[N:7]2[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C(O)C.[H][H]>[Pd].CO>[C:1]([N:4]1[C:8]2=[N:9][C:10]3[N:11]([CH3:27])[C:12](=[O:26])[N:13]([CH2:17][CH2:18][CH2:19][CH2:20][C@H:21]([NH2:23])[CH3:22])[C:14](=[O:16])[C:15]=3[N:7]2[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 702EthanolHCID 86585576HCID 86585576, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10150065HCID 10150065, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (R)-8-acetyl-3-(5-azidohexyl)-7,8-dihydro-1-methyl-1H-imidazo[2,1-f]-purine-2,4(3H,6H)-dione (200 mg, 0.534 mmol) and 10% palladium on carbon (50% water, 150 mg) in a solution of ethanol (50 ml) and methanol (10 ml) was treated with hydrogen gas (50 psi) on a Parr sharker at room temperature for 18 hours. After filtering through a pad of celite, the filtrate was concentrated under reduced pressure to provide (R)-8-acetyl-3-(5-aminohexyl)-7,8-dihydro-1-methyl-1H-imidazo[2,1-f]-purine-2,4(3H,6H)-dione as a white powder.

Workup

  1. filtrationAfter filtering through a pad of celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3d654d693c544da0a027ab87d34ceef4
Source dataset
uspto-grants-2003_07
Patent number
US06586429B2

Reaction notes

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