2-Chloro-1,5-naphthyridine

Name: 2-Chloro-1,5-naphthyridine
Brand: ChemScene
Availability: InStock
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CAS No. 7689-62-5
Cat. No. CS-0043840
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+
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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Structure of 7689-62-5

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Description

2-Chloro-1,5-naphthyridine is a bench-stable heterocyclic building block featuring a chlorine atom at the 2-position of the naphthyridine core. This electron-deficient scaffold facilitates efficient coupling reactions, enabling rapid access to functionalized derivatives in medicinal chemistry and materials science applications.

Application

2-Chloro-1,5-naphthyridine serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the C2 position. The chlorine atom exhibits high functional group tolerance and facilitates efficient derivatization under standard Suzuki, Stille, and Negishi conditions. Its rigid, planar heteroaromatic core enhances π-stacking interactions in target-directed synthesis, while maintaining excellent bench stability and ease of purification—making it a reliable scaffold for constructing bioactive naphthyridine-based compounds and advanced functional materials.

General Information

CAS No. 7689-62-5
Cat. No. CS-0043840
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂
Molecular Weight 164.59
Synonym(s) 2-Chloro-1,5-naphthyridin
SMILES ClC1=CC=C2N=CC=CC2=N1

Computational Chemistry Data

TPSA 25.78
LogP 2.2832
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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2-Chloro-1,5-naphthyridine

CAS No. 7689-62-5

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