6-Bromo-3-iodoimidazo[1,2-a]pyridine

Name: 6-Bromo-3-iodoimidazo[1,2-a]pyridine
Brand: ChemScene
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CAS No. 474706-74-6
Cat. No. CS-W022459
Purity≥95%
MDL No.MFCD18800553

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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-3-iodoimidazo[1,2-a]pyridine|CS-W022459

Structure of 474706-74-6

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General Information

CAS No. 474706-74-6
Cat. No. CS-W022459
Purity ≥95%
MDL No. MFCD18800553
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrIN₂
Molecular Weight 322.93
Synonym(s) 6-broMo-3-iodoH-iMidazo[1,2-a]pyridine
SMILES IC1=CN=C2C=CC(Br)=CN21

Description

6-Bromo-3-iodoimidazo[1,2-a]pyridine is a halogenated heterocyclic scaffold featuring complementary reactive sites for cross-coupling applications. The bromo and iodo groups enable sequential functionalization under palladium catalysis, while the imidazopyridine core provides electronic stability and directional reactivity. This compound serves as a strategic intermediate in the synthesis of bioactive molecules and advanced materials.

Application

6-Bromo-3-iodoimidazo[1,2-a]pyridine serves as a versatile bifunctional building block for the synthesis of imidazopyridine-based scaffolds. Its orthogonal halogen substituents enable sequential cross-coupling reactions, facilitating the construction of complex heterocycles with high regiocontrol. The compound exhibits excellent bench stability and compatibility with Pd-catalyzed coupling protocols, making it ideal for medicinal chemistry campaigns requiring precise molecular diversification.

Synthesis

Route1
- In-stock
  
  6188-23-4
- ~97%
- In-stock
  
  474706-74-6
References
- El Akkaoui, Ahmed; Bassoude, Ibtissam; Koubachi, Jamal; Berteina-Raboin, Sabine; Mouaddib, Abderrahim; Guillaumet, Gerald Tetrahedron, 2011 , vol. 67, # 37 p. 7128 - 7138
Route2
- In-stock
  
  1072-97-5
- ~%
- In-stock
  
  474706-74-6
References
- Kim, Okseon; Jeong, Yujeong; Lee, Hyunseung; Hong, Sun-Sun; Hong, Sungwoo Journal of Medicinal Chemistry, 2011 , vol. 54, # 7 p. 2455 - 2466

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

Quality Control

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Computational Chemistry Data

TPSA 17.3
LogP 2.7014
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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6-Bromo-3-iodoimidazo[1,2-a]pyridine

CAS No. 474706-74-6

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