6-Bromo-2-iodopyridin-3-amine

Name: 6-Bromo-2-iodopyridin-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 915006-52-9
Cat. No. CS-0005552
Purity≥96%
MDL No.MFCD12963531

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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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6-Bromo-2-iodopyridin-3-amine|CS-0005552

Structure of 915006-52-9

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General Information

CAS No. 915006-52-9
Cat. No. CS-0005552
Purity ≥96%
MDL No. MFCD12963531
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrIN₂
Molecular Weight 298.91
Synonym(s) 6-BroMo-2-iodo-pyridin-3-ylaMine
SMILES NC1=CC=C(Br)N=C1I

Description

6-Bromo-2-iodopyridin-3-amine features a pyridine core functionalized with bromo and iodo groups at the 6- and 2-positions, respectively, and an amine substituent at the 3-position. This tri-functionalized scaffold enables direct coupling in cross-coupling reactions, particularly Pd-catalyzed variants, where the iodide serves as a high-reactivity handle. The molecule exhibits robust stability under standard bench conditions, facilitating straightforward handling in synthetic workflows.

Application

6-Bromo-2-iodopyridin-3-amine serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heterocyclic scaffolds. The ortho-halogen substitution pattern facilitates sequential functionalization, while the amino group provides a handle for derivatization. Bench-stable and compatible with standard reaction conditions, it supports scalable synthesis of complex nitrogen-containing architectures relevant to medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  13534-97-9
- ~63%
- In-stock
  
  915006-52-9
References
- Illig, Carl R.; Ballentine, Shelley K.; Chen, Jinsheng; DesJarlais, Renee Louise; Meegalla, Sanath K.; Wall, Mark; Wilson, Kenneth Patent: US2007/249608 A1, 2007 ; Location in patent: Page/Page column 41 ; US 20070249608 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 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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6-Bromo-2-iodopyridin-3-amine

CAS No. 915006-52-9

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