HCID 14969713, compound → HCID 14969720, compound

HRID 720608Notes

Reaction equation

HRID 720608 reaction equation
[NH2:1][C:2]1[NH:7][C:6](=[O:8])[N:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:4](=[O:16])[C:3]=1[N:17]=O.[H][H]>C(O)C.O=[Pt]=O>[CH2:9]([N:5]1[C:4](=[O:16])[C:3]([NH2:17])=[C:2]([NH2:1])[NH:7][C:6]1=[O:8])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 14969713HCID 14969713, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14969720HCID 14969720, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

This compound can also be prepared by a method similar to that of Wells et al. as described in J. Med. Chem. 1981, 24(8), 954. Catalytic reduction of 6-amino-3-benzyl-5-nitroso-1H-pyrimidine-2,4-dione using PtO2 in ethanol at 50 psi of hydrogen at room temperature. Once the reduction is complete the catalyst is filtered off through a pad of Celite and the filtrate concentrated to give 3-benzyl-5,6-diamino-1H-pyrimidine-2,4-dione as a tan solid.

Workup

  1. customThis compound can also be prepared by a method similar to that of Wells et al.
  2. customat room temperature
  3. filtrationis filtered off through a pad of Celite
  4. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-4196ca5c4e614db2931d3e618a88d288
Source dataset
uspto-grants-2006_11
Patent number
US07135475B2

Reaction notes

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