2-(6-Azidopyrimidin-4-yloxy)ethanol → 2-((6-Aminopyrimidin-4-yl)oxy)ethanol
Reaction equation
[N:1]([C:4]1[N:9]=[CH:8][N:7]=[C:6]([O:10][CH2:11][CH2:12][OH:13])[CH:5]=1)=[N+]=[N-]>[C].[Pd].C(O)C>[NH2:1][C:4]1[N:9]=[CH:8][N:7]=[C:6]([O:10][CH2:11][CH2:12][OH:13])[CH:5]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2-(6-azidopyrimidin-4-yloxy)ethanol (1.64 g), 10% palladium-carbon (0.25 g) and ethanol (20 ml) is subjected to catalytic hydrogenation at room temperature for one hour under hydrogen atmosphere (1 atm). The catalyst is removed by filtration, and the filtrate is concentrated. The residue is recrystallized from ethanol/diethyl ether to give 2-(6-aminopyrimidin-4-yloxy)ethanol (1.11 g).
Workup
- customThe catalyst is removed by filtration
- concentrationthe filtrate is concentrated
- customThe residue is recrystallized from ethanol/diethyl ether
Sources & evidence
- ORD record
- ord-0eb6c2ed3c334b04b66fc6a9c275e67d
- Source dataset
- uspto-grants-1996_12
- Patent number
- US05589478
Reaction notes
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