1-(5-Bromopyridin-2-yl)cyclopropane-1-carboxylic acid

Name: 1-(5-Bromopyridin-2-yl)cyclopropane-1-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 827628-42-2
Cat. No. CS-0238174
Purity≥95%
MDL No.MFCD13190047

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-(5-Bromopyridin-2-yl)cyclopropane-1-carboxylic acid|CS-0238174

Structure of 827628-42-2

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General Information

CAS No. 827628-42-2
Cat. No. CS-0238174
Purity ≥95%
MDL No. MFCD13190047
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO₂
Molecular Weight 242.07
Synonym(s) 1-(5-Bromopyridin-2-YL)cyclopropanecarboxylic acid
SMILES C1=CC(=NC=C1Br)C2(CC2)C(=O)O

Description

This cyclopropane carboxylic acid features a 5-bromopyridin-2-yl group that imparts strong electron-withdrawing character and enhances metabolic stability. The strained cyclopropane ring enables unique reactivity in transition-metal-catalyzed coupling processes. Designed for use in medicinal chemistry, it integrates readily into bioactive scaffolds requiring rigid, polarized heteroaryl frameworks under standard conditions.

Application

1-(5-Bromopyridin-2-yl)cyclopropane-1-carboxylic acid serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The bromopyridine moiety enables palladium-catalyzed cross-coupling reactions, while the cyclopropanecarboxylic acid group provides a rigid, sterically constrained framework suitable for medicinal chemistry optimization. Its bench-stable nature and compatibility with standard functional group manipulations facilitate efficient synthesis of complex molecular architectures in drug discovery campaigns.

Synthesis

Route1
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  766-11-0
- ~%
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  827628-42-2
References
- VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias Patent: WO2011/159760 A1, 2011 ; WO 2011/159760 A1

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 50.19
LogP 1.9603
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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1-(5-Bromopyridin-2-yl)cyclopropane-1-carboxylic acid

CAS No. 827628-42-2

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