5-Bromo-3-iodopyridin-2-amine

Name: 5-Bromo-3-iodopyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 381233-96-1
Cat. No. CS-W003313
Purity≥97%
MDL No.MFCD06659000

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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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5-Bromo-3-iodopyridin-2-amine|CS-W003313

Structure of 381233-96-1

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General Information

CAS No. 381233-96-1
Cat. No. CS-W003313
Purity ≥97%
MDL No. MFCD06659000
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrIN₂
Molecular Weight 298.91
Synonym(s) 2-Amino-5-bromo-3-iodopyridine
SMILES BrC(C=N1)=CC(I)=C1N

Description

5-Bromo-3-iodopyridin-2-amine features a dual halogenated pyridine core with bromo and iodo substituents at positions 5 and 3, respectively, enabling selective cross-coupling reactions. The ortho-amino group facilitates direct functionalization and serves as a key handle for modular synthesis in medicinal chemistry and materials science applications.

Application

5-Bromo-3-iodopyridin-2-amine serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heterocyclic scaffolds. The orthogonal reactivity of bromo- and iodo-substituents facilitates sequential functionalization, while the pyridin-2-amine group provides a handle for further derivatization. Bench-stable and compatible with standard coupling conditions, it supports scalable synthesis of complex nitrogen-containing architectures relevant to medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  1072-97-5
- ~96%
- In-stock
  
  381233-96-1
References
- Angewandte Chemie - International Edition, , vol. 52, # 38 p. 10093 - 10096 Angew. Chem., , vol. 52, # 38 p. 10093 - 10096,4
Route2
- In-stock
  
  104830-06-0
- ~90%
- In-stock
  
  381233-96-1
References
- Organic Letters, , vol. 16, # 3 p. 708 - 711
Route3
- 875639-47-7
- ~%
- In-stock
  
  381233-96-1
- 875639-45-5
References
- US2008/261921 A1, ; Page/Page column 70-71 ; US 20080261921 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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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

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5-Bromo-3-iodopyridin-2-amine

CAS No. 381233-96-1

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