7-Bromoimidazo[1,2-a]pyridin-2-amine

Name: 7-Bromoimidazo[1,2-a]pyridin-2-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 865604-33-7
Cat. No. CS-0054415
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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7-Bromoimidazo[1,2-a]pyridin-2-amine|CS-0054415

Structure of 865604-33-7

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General Information

CAS No. 865604-33-7
Cat. No. CS-0054415
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) 7-bromoH-imidazo[1,2-a]pyridin-2-amine
SMILES NC1=CN2C=CC(Br)=CC2=N1

Description

7-Bromoimidazo[1,2-a]pyridin-2-amine features a brominated imidazopyridine core with a pendant amine, enabling direct functionalization in medicinal chemistry. This electron-deficient heterocycle integrates readily into kinase inhibitors and targeted therapeutics, offering high reactivity under standard coupling conditions. The bromo group facilitates Pd-catalyzed cross-coupling, while the amine serves as a handle for conjugation or derivatization.

Application

7-Bromoimidazo[1,2-a]pyridin-2-amine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient transition-metal-catalyzed couplings and direct functionalization at the C7 position. Its bromine substituent provides high reactivity in Pd-mediated cross-coupling reactions, while the imidazopyridine core offers structural rigidity and favorable pharmacophoric properties. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for medicinal chemistry campaigns and process development.

Synthesis

Route1
- 865604-32-6
- ~98%
- In-stock
  
  865604-33-7
References
- WARNER-LAMBERT COMPANY LLC Patent: WO2005/89763 A1, 2005 ; Location in patent: Page/Page column 40 ; WO 2005/089763 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

Quality Control

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Computational Chemistry Data

TPSA 43.32
LogP 1.679
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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7-Bromoimidazo[1,2-a]pyridin-2-amine

CAS No. 865604-33-7

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