1,3-Dimethyluracil → Pyrazolo[1,5-a]pyriMidin-5(4H)-one
Reaction equation
C[N:2]1[CH:9]=[CH:8][C:6](=[O:7])[N:5](C)[C:3]1=O.[O-]CC.[Na+].[NH:15]1[C:19](N)=[CH:18]C=N1>C(O)C>[N:15]1[N:2]2[CH:9]=[CH:8][C:6](=[O:7])[NH:5][C:3]2=[CH:18][CH:19]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
1,3-Dimethyl uracil (3.15 g, 22.5 mmol) and sodium ethoxide (23 mL of a 21% solution in ethanol) were added to a solution of 1H-pyrazol-5-amine (1.7 g, 20.4 mmol) in ethanol (50 mL). The resulting mixture was heated to 60° C. for 2 h and was then cooled to room temperature. The pale brown solid was isolated by filtration to give pyrazolo[1,5-a]pyrimidin-5(4H)-one (1.6 g, 58%). Retention time (min)=0.820, method [3], MS (ESI) 136.1 (M+H).
Workup
- temperaturewas then cooled to room temperature
- customThe pale brown solid was isolated by filtration
Sources & evidence
- ORD record
- ord-71e856259acd400dbfa3d0b493fdbe07
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08450363B2
Reaction notes
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