6-Bromo-3-fluoropicolinic acid

Name: 6-Bromo-3-fluoropicolinic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1052714-48-3
Cat. No. CS-0128563
Purity≥98%
MDL No.MFCD13185805

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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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6-Bromo-3-fluoropicolinic acid|CS-0128563

Structure of 1052714-48-3

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General Information

CAS No. 1052714-48-3
Cat. No. CS-0128563
Purity ≥98%
MDL No. MFCD13185805
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrFNO₂
Molecular Weight 220.00
Synonym(s) 6-bromo-3-fluoro-2-pyridinecarboxylic acid
SMILES O=C(O)C1=NC(Br)=CC=C1F

Description

6-Bromo-3-fluoropicolinic acid features a strategically positioned bromine and fluorine substituent on the picolinic acid scaffold, enabling selective functionalization in pharmaceutical synthesis. The electron-withdrawing halogens enhance reactivity in cross-coupling processes while maintaining stability under standard conditions. This compound serves as a key building block for bioactive heterocycles and transition-metal-catalyzed transformations.

Application

6-Bromo-3-fluoropicolinic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its dual halogenation (bromo at C6, fluoro at C3) enables selective cross-coupling reactions, particularly in palladium-catalyzed transformations. The carboxylic acid group facilitates direct derivatization or activation for amide bond formation, while the electron-withdrawing substituents enhance reactivity in nucleophilic aromatic substitution processes. This compound exhibits excellent bench stability and compatibility with standard purification techniques, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  41404-58-4
- 124-38-9
- ~75%
- In-stock
  
  1052714-48-3
References
- MERCK SHARP and DOHME CORP.; LIVERTON, Nigel; JONES, Philip; LEI, Zhiyu; LIU, Fuqing; LUO, Yunfu; DONG, Jingchao; SOLL, Richard Patent: WO2013/63100 A1, 2013 ; Location in patent: Paragraph 0125 ;

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 1.6814
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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6-Bromo-3-fluoropicolinic acid

CAS No. 1052714-48-3

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