5-Bromo-4-chloropicolinic acid

Name: 5-Bromo-4-chloropicolinic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1060802-25-6
Cat. No. CS-W018684
Purity≥98%
MDL No.MFCD13189053

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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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5-Bromo-4-chloropicolinic acid|CS-W018684

Structure of 1060802-25-6

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General Information

CAS No. 1060802-25-6
Cat. No. CS-W018684
Purity ≥98%
MDL No. MFCD13189053
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClNO₂
Molecular Weight 236.45
Synonym(s) 5-broMo-4-chloropyridine-2-carboxylic acid
SMILES O=C(O)C1=NC=C(Br)C(Cl)=C1

Description

5-Bromo-4-chloropicolinic acid is a halogenated picolinic acid derivative featuring bromine at the 5-position and chlorine at the 4-position of the pyridine ring. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling direct coupling reactions for synthesizing bioactive compounds. The dual halogenation enhances reactivity in cross-coupling processes, while the carboxylic acid group facilitates derivatization and conjugation.

Application

5-Bromo-4-chloropicolinic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of halogenated pyridine motifs into complex scaffolds. Its dual halogen substituents facilitate cross-coupling reactions such as Suzuki-Miyaura and Stille coupling, while the carboxylic acid group supports amide formation and derivatization. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for reproducible scale-up in industrial R&D workflows.

Synthesis

Route1
- In-stock
  
  3430-13-5
- ~%
- In-stock
  
  1060802-25-6
References
- SMITHKLINE BEECHAM CORPORATION Patent: WO2008/121786 A1, 2008 ; WO 2008/121786 A1
Route2
- 31181-64-3
- ~%
- In-stock
  
  1060802-25-6
References
- SMITHKLINE BEECHAM CORPORATION Patent: WO2008/121786 A1, 2008 ; WO 2008/121786 A1
Route3
- 62516-08-9
- ~%
- In-stock
  
  1060802-25-6
References
- SMITHKLINE BEECHAM CORPORATION Patent: WO2008/121786 A1, 2008 ; WO 2008/121786 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
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 50.19
LogP 2.1957
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-4-chloropicolinic acid

CAS No. 1060802-25-6

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