2-(2-Bromopyridin-4-yl)acetic acid

Name: 2-(2-Bromopyridin-4-yl)acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 183483-29-6
Cat. No. CS-0102175
Purity≥95%
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+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-(2-Bromopyridin-4-yl)acetic acid|CS-0102175

Structure of 183483-29-6

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General Information

CAS No. 183483-29-6
Cat. No. CS-0102175
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) 2-Bromo-4-Pyridine Acetic Acid
SMILES O=C(O)CC1=CC(Br)=NC=C1

Description

This pyridine-based carboxylic acid features a brominated heterocyclic moiety enabling direct functionalization in cross-coupling reactions. The acetic acid side chain provides polarity and handles well under standard conditions, facilitating integration into synthetic sequences requiring electron-deficient aryl linkages.

Application

2-(2-Bromopyridin-4-yl)acetic acid serves as a versatile building block for constructing pyridine-containing scaffolds in medicinal chemistry. Its brominated pyridine moiety enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates derivatization via amide formation or esterification. The compound exhibits good bench stability and is readily purified by recrystallization, supporting its use in iterative synthesis campaigns targeting bioactive heterocycles.

Synthesis

Route1
- 1387560-71-5
- ~%
- In-stock
  
  183483-29-6
References
- BADIGER, Sangamesh; CHEBROLU, Murali; HURTH, Konstanze; JACQUIER, Sébastien; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus Patent: US2012/184539 A1, 2012 ; Location in patent: Page/Page column 32-33 ; US 20120184539 A1
Route2
- In-stock
  
  4926-28-7
- ~%
- In-stock
  
  183483-29-6
References
- BADIGER, Sangamesh; CHEBROLU, Murali; HURTH, Konstanze; JACQUIER, Sébastien; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus Patent: US2012/184539 A1, 2012 ; US 20120184539 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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 50.19
LogP 1.4712
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-(2-Bromopyridin-4-yl)acetic acid

CAS No. 183483-29-6

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