1-(5-Bromopyridin-3-yl)piperazine

Name: 1-(5-Bromopyridin-3-yl)piperazine
Brand: ChemScene
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CAS No. 412347-30-9
Cat. No. CS-0186264
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-(5-Bromopyridin-3-yl)piperazine|CS-0186264

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General Information

CAS No. 412347-30-9
Cat. No. CS-0186264
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂BrN₃
Molecular Weight 242.12
Synonym(s) 1-(5-Bromo-3-pyridyl)piperazine
SMILES C1CN(CCN1)C2=CN=CC(=C2)Br

Description

1-(5-Bromopyridin-3-yl)piperazine features a brominated pyridine moiety linked to a piperazine ring, enabling direct incorporation into bioactive scaffolds. The electron-deficient pyridine facilitates metal-catalyzed coupling reactions, while the piperazine nitrogen atoms serve as versatile handles for derivatization. This compound delivers enhanced solubility and metabolic stability in pharmaceutical intermediates.

Application

1-(5-Bromopyridin-3-yl)piperazine serves as a versatile building block for constructing bioactive heterocycles in medicinal chemistry. The bromine substituent enables reliable Suzuki-Miyaura and Buchwald-Hartwig coupling reactions, facilitating the assembly of complex arylated scaffolds. Its piperazine moiety provides solubility and hydrogen-bonding capacity, enhancing pharmacokinetic properties. Bench-stable and readily purified by chromatography or recrystallization, it functions effectively in multistep syntheses targeting kinase inhibitors and CNS modulators.

Synthesis

Route1
- 110-85-0
- In-stock
  
  625-92-3
- ~43%
- In-stock
  
  412347-30-9
References
- Audouze, Karine; Nielsen, Elsebet stergaard; Olsen, Gunnar M.; Ahring, Philip; Jorgensen, Tino Dyhring; Peters, Dan; Liljefors, Tommy; Balle, Thomas Journal of Medicinal Chemistry, 2006 , vol. 49, # 11 p. 3159 - 3171

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 28.16
LogP 1.2537
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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1-(5-Bromopyridin-3-yl)piperazine

CAS No. 412347-30-9

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