Piperazine → 1-(3-Bromopyridin-2-yl)piperazine

HRID 220415

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>>[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]=1

Participants

Reactant 2

HCID 4837Piperazine

HCID 6933243-Bromo-2-chloropyridine2×

Product 1

HCID 132985291-(3-Bromopyridin-2-yl)piperazine

Procedure

Alternatively, 3-bromo-2-chloropyridine may be used as shown in Scheme VIII. Thus, 3-bromo-2-chloropyridine (27) is heated with piperazine to provide 1-(3-bromopyridin-2-yl)piperazine (28), followed by Suzuki coupling of the phenyl moiety to provide the phenylpiperazine intermediate (25).

Sources & evidence

ORD record: ord-2f53b5e6ae9c4b2fb35ad0ac6d14c993
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08202873B2

Linked notes

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