Piperazine → 2-Tert-butyl-4-piperazin-1-yl-6-cyclopropyl-pyrimidine
Reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:7]([C:11]1[N:16]=[C:15](Cl)[CH:14]=[C:13]([CH:18]2[CH2:20][CH2:19]2)[N:12]=1)([CH3:10])([CH3:9])[CH3:8]>C(O)C>[C:7]([C:11]1[N:16]=[C:15]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[CH:14]=[C:13]([CH:18]2[CH2:20][CH2:19]2)[N:12]=1)([CH3:10])([CH3:8])[CH3:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
25.1 g of piperazine (291.4 mmol) were dissolved in 100 ml of ethanol and heated to 50° C. 17 g of 2-tert-butyl-4-chloro-6-cyclopropyl-pyrimidine (81 mmol), dissolved in 100 ml of ethanol, were added dropwise within 2 h. After heating to reflux at 70° C. for 5 h the reaction mixture was stirred at room temperature overnight. The ethanol was evaporated and the residue suspended in 200 ml of water. The aqueous phase was extracted 4 times with 100 ml of dichloromethane each. Drying over magnesium sulfate, filtration, and evaporation to dryness gave 19.2 g (90.9%) of the title compound.
Workup
- additionwere added dropwise within 2 h
- temperatureAfter heating
- temperatureto reflux at 70° C. for 5 h the reaction mixture
- customThe ethanol was evaporated
- extractionThe aqueous phase was extracted 4 times with 100 ml of dichloromethane each
- dry with materialDrying over magnesium sulfate, filtration, and evaporation to dryness
Sources & evidence
- ORD record
- ord-41839b20432d459e9fb9ae29b8d52e99
- Source dataset
- uspto-grants-2012_06
- Patent number
- US08202868B2
Reaction notes
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