2,4-Dichloro-5-fluoropyridine

Name: 2,4-Dichloro-5-fluoropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 189281-48-9
Cat. No. CS-B0746
Purity≥97%
MDL No.MFCD18257011

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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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General Information

CAS No. 189281-48-9
Cat. No. CS-B0746
Purity ≥97%
MDL No. MFCD18257011
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂Cl₂FN
Molecular Weight 165.98
Synonym(s) Pyridine, 2,4-dichloro-5-fluoro-2,4-Dichloro-5-fluoropyridine
SMILES FC1=CN=C(Cl)C=C1Cl

Description

2,4-Dichloro-5-fluoropyridine features a trifunctional heterocyclic core enabling direct coupling in cross-coupling and nucleophilic substitution reactions. The electron-deficient pyridine ring, flanked by chlorine and fluorine substituents, enhances reactivity toward amines, thiols, and organometallic reagents under mild conditions. This bench-stable compound integrates readily into complex molecular architectures with high functional group tolerance.

Application

2,4-Dichloro-5-fluoropyridine serves as a versatile building block in medicinal chemistry, enabling efficient construction of fluorinated heterocyclic scaffolds. Its orthogonal halogen reactivity facilitates palladium-catalyzed cross-coupling reactions, while the electron-deficient pyridine core enhances electrophilicity for nucleophilic substitution. The compound exhibits excellent bench stability and compatibility with common protecting groups, simplifying purification and scale-up in API synthesis workflows.

Synthesis

Route1
- 51-21-8
- ~70%
- In-stock
  
  189281-48-9
References
- Boehringer Ingelheim Pharmaceuticals, Inc. Patent: US2006/25433 A1, 2006 ; Location in patent: Page/Page column 109 ; US 20060025433 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 12.89
LogP 2.5275
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,4-Dichloro-5-fluoropyridine

CAS No. 189281-48-9

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