2-Bromo-6-chloro-1,7-naphthyridine

Name: 2-Bromo-6-chloro-1,7-naphthyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1246549-09-6
Cat. No. CS-0196621
Purity≥97%
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+
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+
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2-Bromo-6-chloro-1,7-naphthyridine|CS-0196621

Structure of 1246549-09-6

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Description

2-Bromo-6-chloro-1,7-naphthyridine features a rigid fused bicyclic core with strategically positioned halogens enabling direct functionalization in cross-coupling reactions. The electron-deficient naphthyridine scaffold supports efficient palladium-catalyzed transformations, while the ortho-halogen arrangement enhances reactivity and selectivity under standard conditions. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced materials.

Application

2-Bromo-6-chloro-1,7-naphthyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine site undergoes efficient Suzuki, Stille, or Negishi coupling, while the chlorine remains inert under standard conditions, facilitating sequential functionalization. Its bench-stable crystalline form and compatibility with diverse reaction conditions make it ideal for constructing complex naphthyridine-based scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 1246549-09-6
Cat. No. CS-0196621
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrClN₂
Molecular Weight 243.49
Synonym(s) None
SMILES ClC1=NC=C2N=C(Br)C=CC2=C1

Computational Chemistry Data

TPSA 25.78
LogP 3.0457
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Naphthyridine compounds

Key Words

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2-Bromo-6-chloro-1,7-naphthyridine

CAS No. 1246549-09-6

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