3-oxopentanenitrile → 5-Ethyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
Reaction equation
O=[C:2]([CH2:6][CH3:7])[CH2:3][C:4]#[N:5].[NH2:8][C:9]1[N:13]=[CH:12][NH:11][N:10]=1>C(O)(=O)C>[CH2:6]([C:2]1[CH:3]=[C:4]([NH2:5])[N:10]2[N:11]=[CH:12][N:13]=[C:9]2[N:8]=1)[CH3:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
A mixture of 3-oxopentanenitrile (1.0 g, 103 mmol) and 3-amino-1,2,4-triazole (0.91 g, 10.8 mmol) in 10 mL of acetic acid was heated in a pressure tube at 150° C. for 24 h. The reaction mixture was allowed to cool to room temperature, and solvent was removed in vacuo. The solid was removed via filtration. The filtrate partially solidified upon standing at room temperature, and the solid was collected via filtration to give the title compound (200 mg, 12% yield).
Workup
- temperatureto cool to room temperature
- customsolvent was removed in vacuo
- customThe solid was removed via filtration
- customupon standing at room temperature
- filtrationthe solid was collected via filtration
Sources & evidence
- ORD record
- ord-9a9b70386ce54331af3895e68c5efa7b
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08076344B2
Reaction notes
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