2,4-Dichloro-1,5-naphthyridine

Name: 2,4-Dichloro-1,5-naphthyridine
Brand: ChemScene
Availability: InStock
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CAS No. 28252-82-6
Cat. No. CS-0501439
Purity≥98%
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+
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2,4-Dichloro-1,5-naphthyridine|CS-0501439

Structure of 28252-82-6

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General Information

CAS No. 28252-82-6
Cat. No. CS-0501439
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄Cl₂N₂
Molecular Weight 199.04
Synonym(s) 2,4-Dichloro-1,5-naphthyridi
SMILES ClC1=CC(Cl)=C2N=CC=CC2=N1

Description

2,4-Dichloro-1,5-naphthyridine is a bench-stable, electron-deficient heterocycle featuring two chlorine substituents at positions 2 and 4. This configuration enables direct functionalization in cross-coupling reactions and facilitates integration into pharmaceutical scaffolds. The para-chloro arrangement enhances reactivity in palladium-catalyzed transformations while maintaining stability under standard handling conditions.

Application

2,4-Dichloro-1,5-naphthyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The dichloro substitution pattern facilitates sequential functionalization, while the naphthyridine core provides enhanced metabolic stability and favorable binding interactions in target-directed synthesis. Bench-stable and readily purified, it functions effectively in late-stage diversification and heterocyclic scaffold construction.

Synthesis

Route1
- 60058-16-4
- ~%
- In-stock
  
  28252-82-6
References
- Oakes; Rydon Journal of the Chemical Society, 1958 , p. 209

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 2.9366
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,4-Dichloro-1,5-naphthyridine

CAS No. 28252-82-6

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