HCID 178467750, compound → HCID 178467749, compound

HRID 1470253Notes

Reaction equation

HRID 1470253 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-aa3a6fc0f3d3489186122e3c214acc5c
Source dataset
uspto-grants-2015_04
Patent number
US09006430B2

Reaction notes

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