Bromine → 1-(5-Bromopyrimidin-2-yl)piperazine
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[Br:13]Br>Cl>[Br:13][C:5]1[CH:6]=[N:1][C:2]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[N:3][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To an ice-cooled solution of 1-(2-pyrimidinyl) piperazine (16.4 g, 0.1 mole) in 1N HCl (100 mL) was added dropwise bromine (15.98 g, 0.1 mole). After stirring at 0° for 0.5 h. the mixture was heated to 100° C. until dissipation of the red color had occurred. The mixture was filtered, cooled, made alkaline with 50% NaOH and extracted with Et2O. The dried extract (MgSO4) was concentrated in vacuo to provide 14.5 g (62%) of product, m.p. 73°-75° C.
Workup
- filtrationThe mixture was filtered
- temperaturecooled
- extractionextracted with Et2O
- extractionThe dried extract (MgSO4)
- concentrationwas concentrated in vacuo
Sources & evidence
- ORD record
- ord-d8d10a631f5f401f901c9bb0859e0d45
- Source dataset
- uspto-grants-1991_02
- Patent number
- US04994460
Reaction notes
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