2-Bromo-5-fluoro-4-iodopyridine

Name: 2-Bromo-5-fluoro-4-iodopyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1061357-89-8
Cat. No. CS-0054061
Purity≥98%
MDL No.MFCD15143627

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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-fluoro-4-iodopyridine|CS-0054061

Structure of 1061357-89-8

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General Information

CAS No. 1061357-89-8
Cat. No. CS-0054061
Purity ≥98%
MDL No. MFCD15143627
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂BrFIN
Molecular Weight 301.88
Synonym(s) None
SMILES IC1=CC(Br)=NC=C1F

Description

2-Bromo-5-fluoro-4-iodopyridine is a trihalogenated pyridine derivative featuring complementary halogen sites for cross-coupling reactions. The ortho-bromo and para-iodo positions enable sequential Pd-catalyzed transformations, while the electron-withdrawing fluorine enhances reactivity. This scaffold delivers high functional group tolerance and stability under standard conditions.

Application

2-Bromo-5-fluoro-4-iodopyridine serves as a versatile trihalogenated pyridine building block for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization at the 2-, 4-, and 5-positions, facilitating the construction of complex heterocyclic scaffolds. The molecule exhibits good bench stability and is amenable to standard purification methods, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
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References
- WO2009/66786 A1, ; Page/Page column 122-123 ;

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 2.5878
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-fluoro-4-iodopyridine

CAS No. 1061357-89-8

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