Piperazine → 1-(3-Methoxypyridin-2-yl)piperazine
Reaction equation
Cl[C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.C(=O)([O-])[O-].[K+].[K+].C(O)CCCC>>[CH3:9][O:8][C:7]1[C:2]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[N:3][CH:4]=[CH:5][CH:6]=1Participants
Procedure
2-Chloro-3-methoxypyridine, 7 g., 0.05 mole) was allowed to react with 21.5 g. (0.25 moles) of piperazine in the presence of 34.5 g. (0.25 mole) of pulverized potassium carbonate employing 150 ml. of amyl alcohol as reaction medium. The mixture was heated at reflux in a round bottom flask after drying the reaction mixture by distillation. A reflux period of 20 hrs. following elimination of the water was employed. The reaction mixture was filtered while hot and the solvent was removed from the filtrate by distillation. The residue was triturated with chloroform and 1 g. of solid was removed by filtration. The chloroform was removed from the filtrate by distillation yielding 3.88 g. of the desired product which was purified by distillation, b.p. 120°-124°/0.1 mmHg.
Workup
- customto react with 21.5 g
- temperatureThe mixture was heated
- temperatureat reflux in a round bottom flask
- customafter drying the reaction mixture
- distillationby distillation
- customA reflux period of 20 hrs
- filtrationThe reaction mixture was filtered while hot and the solvent
- customwas removed from the filtrate by distillation
- customThe residue was triturated with chloroform and 1 g
- customof solid was removed by filtration
- customThe chloroform was removed from the filtrate by distillation
- customyielding 3.88 g
- distillationof the desired product which was purified by distillation, b.p. 120°-124°/0.1 mmHg
Sources & evidence
- ORD record
- ord-8c27ebfdd174464ba473c9d2b8584543
- Source dataset
- uspto-grants-1981_12
- Patent number
- US04305944
Reaction notes
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