Water → 1-(5-Bromopyridin-2-yl)piperazine
Reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][N:9]=1.O>C1(C)C=CC=CC=1>[Br:14][C:11]1[CH:12]=[CH:13][C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[N:9][CH:10]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 130 °C
Procedure
A mixture of piperazine (107 g, 1.24 mol) and 2-chloro-5-bromopyridine (30 g, 156 mmol) in toluene (150 mL) was heated at 130° C. for 2 hours, The reaction mixture was cooled to room temperature and toluene (400 mL) and water (200 mL) were added. The organic phase was isolated and the aqeuous phase was extracted once with toluene (100 mL). The collected organic phases were washed with water (150 mL) and brine (100 mL), dried over magnesium sulphate and evaporated to dryness in vacuo to give 30.1 g (80%) of 1-(5-bromopyridin-2-yl)-piperazine.
Workup
- temperatureThe reaction mixture was cooled to room temperature
- customThe organic phase was isolated
- extractionthe aqeuous phase was extracted once with toluene (100 mL)
- washThe collected organic phases were washed with water (150 mL) and brine (100 mL)
- dry with materialdried over magnesium sulphate
- customevaporated to dryness in vacuo
Sources & evidence
- ORD record
- ord-39b44c1fe4fb4995998751f807d53dd3
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08501739B2
Reaction notes
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