Piperazine → 1-(3-Bromopyridin-2-yl)piperazine
Reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[CH:6][CH:7]=1.[NH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(N(CC)C(C)C)(C)C>>[Br:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:4][CH:5]=[CH:6][CH:7]=1Participants
4
Conditions
- Temperature
- 200 °C
Procedure
A mixture of 3-bromo-2-chloropyridine (0.96 g, 5 mmol, Aldrich), piperazine (0.86 g, 10 mmol, Aldrich) and N,N-diisopropylethylamine (1 mL, 5.8 mmol, Aldrich) was heated in a microwave synthesizer for 40 min at 200° C. The reaction mixture was concentrated and the residue was purified by column chromatography on silica gel, eluting with 10% MeOH in dichloromethane to give the title compound as a white amorphous solid. MS (ESI, pos. ion) m/z: 242 (M+1).
Workup
- concentrationThe reaction mixture was concentrated
- customthe residue was purified by column chromatography on silica gel
- washeluting with 10% MeOH in dichloromethane
Sources & evidence
- ORD record
- ord-189e7f43ea69432a9791cf48889eae98
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07582761B2
Reaction notes
Loading…