2-Bromo-5-chloro-3-fluoropyridine

Name: 2-Bromo-5-chloro-3-fluoropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 514797-97-8
Cat. No. CS-W021618
Purity≥97%
MDL No.MFCD11044268

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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-Bromo-5-chloro-3-fluoropyridine|CS-W021618

Structure of 514797-97-8

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General Information

CAS No. 514797-97-8
Cat. No. CS-W021618
Purity ≥97%
MDL No. MFCD11044268
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂BrClFN
Molecular Weight 210.43
Synonym(s) 2-Bromo-3-fluoro-5-chloropyridine
SMILES FC1=CC(Cl)=CN=C1Br

Description

2-Bromo-5-chloro-3-fluoropyridine features a trifunctional pyridine core with halogens positioned for orthogonal reactivity. The ortho-bromine and meta-chlorine facilitate cross-coupling, while the para-fluorine enables nucleophilic substitution under mild conditions. This strategic halogen placement supports efficient diversification in medicinal chemistry and agrochemical synthesis.

Application

2-Bromo-5-chloro-3-fluoropyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The strategically positioned bromo, chloro, and fluoro substituents facilitate sequential functionalization, while the pyridine core provides stability and compatibility with diverse reaction conditions. This compound is particularly useful for constructing complex heterocyclic scaffolds in API development.

Synthesis

Route1
- In-stock
  
  514797-96-7
- ~74%
- In-stock
  
  514797-97-8
References
- Collibee, Scott; Lu, Pu-Ping; Ashcraft, Luke W.; Browne, William F.; Garard, Marc Andrew; Morgan, Bradley P.; Morgans, David J.; Bergnes, Gustave; Muci, Alex Patent: US2008/242695 A1, 2008 ; Location in patent: Page/Page column 36 ;
Route2
- In-stock
  
  514798-05-1
- ~0%
- In-stock
  
  514797-97-8
- 514798-09-5
References
- Schlosser, Manfred; Bobbio, Carla European Journal of Organic Chemistry, 2002 , # 24 p. 4174 - 4180
Route3
- In-stock
  
  89402-43-7
- ~%
- In-stock
  
  514797-97-8
References
- Shionogi and Co., Ltd. Patent: EP2305672 A1, 2011 ;

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

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 2.6366
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-chloro-3-fluoropyridine

CAS No. 514797-97-8

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