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

Name: 3-Bromo-7-chloro-1,6-naphthyridine
Brand: ChemScene
Availability: InStock
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CAS No. 1384080-06-1
Cat. No. CS-0492755
Molecule weightNone
Purity≥97%
MDL No.MFCD28129103

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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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3-Bromo-7-chloro-1,6-naphthyridine|CS-0492755

Structure of 1384080-06-1

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General Information

CAS No. 1384080-06-1
Cat. No. CS-0492755
Purity ≥97%
MDL No. MFCD28129103
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrClN₂
Molecular Weight None
Synonym(s) None
SMILES ClC1C=C2C(=CN=1)C=C(Br)C=N2

Description

3-Bromo-7-chloro-1,6-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 meta-halogen arrangement minimizes steric interference. This compound serves as a key building block for bioactive heterocycles and advanced materials.

Application

3-Bromo-7-chloro-1,6-naphthyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine at C3 facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro group at C7 remains inert under standard conditions, allowing for sequential functionalization. Its stability under ambient conditions and compatibility with diverse reaction environments make it ideal for constructing complex naphthyridine-based scaffolds in medicinal chemistry and materials science applications.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 3.0457
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 1384080-06-1

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