3-Bromo-5-iodopyridin-4-amine

Name: 3-Bromo-5-iodopyridin-4-amine
Brand: ChemScene
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CAS No. 902837-39-2
Cat. No. CS-0041104
Purity≥97%
MDL No.MFCD07781147

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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+
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3-Bromo-5-iodopyridin-4-amine|CS-0041104

Structure of 902837-39-2

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General Information

CAS No. 902837-39-2
Cat. No. CS-0041104
Purity ≥97%
MDL No. MFCD07781147
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrIN₂
Molecular Weight 298.91
Synonym(s) 3-bromo-5-iodo-pyridin-4-amine
SMILES NC1=C(Br)C=NC=C1I

Description

3-Bromo-5-iodopyridin-4-amine is a dual-halogenated pyridine derivative featuring a primary amine at the 4-position. This structure enables direct coupling in cross-coupling reactions, facilitating rapid access to complex heterocyclic scaffolds. The bromo and iodo substituents offer complementary reactivity for sequential functionalization under palladium catalysis.

Application

3-Bromo-5-iodopyridin-4-amine serves as a versatile building block for the synthesis of functionalized pyridine scaffolds in medicinal chemistry and catalytic cross-coupling workflows. The ortho-bromide and meta-iodide substituents enable sequential or selective Pd-catalyzed coupling reactions, while the primary amine group provides a handle for derivatization. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to complex heterocyclic architectures.

Synthesis

Route1
- In-stock
  
  13534-98-0
- ~31%
- In-stock
  
  902837-39-2
References
- Livecchi, Marion; Calvet, Geraldine; Schmidt, Frederic Journal of Organic Chemistry, 2012 , vol. 77, # 11 p. 5006 - 5016

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 38.91
LogP 2.0309
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-5-iodopyridin-4-amine

CAS No. 902837-39-2

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