4-Bromo-5-iodopyridin-2-amine

Name: 4-Bromo-5-iodopyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 1186115-39-8
Cat. No. CS-0041101
Purity≥95%
MDL No.MFCD16658670

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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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4-Bromo-5-iodopyridin-2-amine|CS-0041101

Structure of 1186115-39-8

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General Information

CAS No. 1186115-39-8
Cat. No. CS-0041101
Purity ≥95%
MDL No. MFCD16658670
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrIN₂
Molecular Weight 298.91
Synonym(s) None
SMILES NC1=NC=C(I)C(Br)=C1

Description

4-Bromo-5-iodopyridin-2-amine features a dual halogenated pyridine core with bromo and iodo substituents at adjacent positions, enabling efficient cross-coupling transformations. The amino group at C2 provides a reactive handle for nucleophilic functionalization, while the electron-deficient aromatic system enhances compatibility with palladium-catalyzed reactions. This compound serves as a key building block in the synthesis of advanced pharmaceutical intermediates and functionalized heterocycles.

Application

4-Bromo-5-iodopyridin-2-amine serves as a versatile building block in cross-coupling chemistry, enabling the construction of biaryl and heterocyclic scaffolds. The bromo and iodo substituents provide orthogonal reactivity for Pd-catalyzed coupling reactions, while the pyridin-2-amine functionality offers a handle for further derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
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  84249-14-9
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  1186115-39-8
References
- Basarab, Gregory S.; Manchester, John I.; Bist, Shanta; Boriack-Sjodin, P. Ann; Dangel, Brian; Illingworth, Ruth; Sherer, Brian A.; Sriram, Shubha; Uria-Nickelsen, Maria; Eakin, Ann E. Journal of Medicinal Chemistry, 2013 , vol. 56, # 21 p. 8712 - 8735

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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4-Bromo-5-iodopyridin-2-amine

CAS No. 1186115-39-8

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