HCID 178467750, compound → HCID 178467749, compound

HRID 2401532Notes

Reaction equation

HRID 2401532 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](S)[N:5]=[C:4]([OH:9])[C:3]=1[CH2:10][CH:11]([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14]>O.[Ni]>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([OH:9])[C:3]=1[CH2:10][CH:11]([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14]

Participants

4

Reactant 1

HCID 178467750HCID 178467750, compound

Product 1

HCID 178467749HCID 178467749, compoundYield 71.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 962WaterSolvent

Procedure

To a suspension of 6-amino-5-(2,2-diethoxy-ethyl)-2-mercapto-pyrimidin-4-ol (1.19 g, 4.6 mmol) in water (50 ml) was added Raney nickel (Aldrich Raney 2800 nickel, 4.8 ml). The mixture was heated at reflux for 1 hour, and then the hot solution was filtered through Celite®. The nickel residue was washed with further water (100 ml), and these washings were filtered through Celite. The aqueous filtrate was evaporated to dryness to yield the title product (0.747 g, 71%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1 hour
  3. filtrationthe hot solution was filtered through Celite®
  4. washThe nickel residue was washed with further water (100 ml)
  5. filtrationthese washings were filtered through Celite
  6. customThe aqueous filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-4cb0f4624c024e0aafe978f9b04d4677
Source dataset
uspto-grants-2014_08
Patent number
US08796293B2

Reaction notes

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