2-Bromo-3-fluoropyridine

Name: 2-Bromo-3-fluoropyridine
Brand: ChemScene
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CAS No. 40273-45-8
Cat. No. CS-W001136
Purity≥98%
MDL No.MFCD04114128

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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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Structure of 40273-45-8

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General Information

CAS No. 40273-45-8
Cat. No. CS-W001136
Purity ≥98%
MDL No. MFCD04114128
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrFN
Molecular Weight 175.99
Synonym(s) 2-Brom-3-fluor-pyridin; 2-Bromo-3-fluoropyridine
SMILES Fc1cccnc1Br

Description

2-Bromo-3-fluoropyridine features a fluorine atom at the 3-position and bromine at the 2-position of the pyridine ring, creating a strategically positioned halogen pair. This arrangement enables selective cross-coupling reactions in transition-metal catalysis, particularly in Suzuki-Miyaura and Negishi transformations. The electron-deficient nature of the ring enhances reactivity in nucleophilic substitution pathways. Bench-stable under standard conditions, it serves as a key building block for pharmaceutical intermediates and functionalized heterocycles.

Application

2-Bromo-3-fluoropyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient C–C bond formation, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in drug discovery workflows.

Synthesis

Route1
- In-stock
  
  39856-58-1
- ~%
- In-stock
  
  40273-45-8
References
- Saari, Walfred S.; Halczenko, Wasyl; Huff, Joel R.; Guare, James P.; Hunt, Cecilia A.; et al. Journal of Medicinal Chemistry, 1984 , vol. 27, # 9 p. 1182 - 1185
Route2
- In-stock
  
  372-47-4
- ~%
- In-stock
  
  40273-45-8
References
- Marsais, Francis; Queguiner, Guy Tetrahedron, 1983 , vol. 39, # 12 p. 2009 - 2021

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H226-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 1.9832
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-3-fluoropyridine

CAS No. 40273-45-8

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