8-Bromoquinolin-4-amine

Name: 8-Bromoquinolin-4-amine
Brand: ChemScene
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CAS No. 65340-75-2
Cat. No. CS-0312624
Purity≥96%
MDL No.MFCD04037193

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 65340-75-2

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General Information

CAS No. 65340-75-2
Cat. No. CS-0312624
Purity ≥96%
MDL No. MFCD04037193
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇BrN₂
Molecular Weight 223.07
Synonym(s) 4-Amino-8-Bromoquinoline
SMILES C1=CC2=C(C(=C1)Br)N=CC=C2N

Description

8-Bromoquinolin-4-amine features a bromine atom at the 8-position and an amino group at the 4-position of the quinoline scaffold, creating a rigid, electron-deficient heterocycle. This combination enables direct incorporation into metal-ligand frameworks and facilitates transition-metal-catalyzed cross-coupling reactions under standard conditions. The molecule exhibits enhanced solubility in organic solvents and stability during purification workflows.

Application

8-Bromoquinolin-4-amine serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling direct functionalization at the C4 position via palladium-catalyzed cross-coupling reactions. Its bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the quinolin-4-amine moiety provides a rigid, electron-deficient heterocyclic scaffold with established utility in kinase inhibitor development. The compound demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited for modular library synthesis and process-scale applications.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 38.91
LogP 2.5795
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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8-Bromoquinolin-4-amine

CAS No. 65340-75-2

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