2,6-Dichloro-1,5-naphthyridine

Name: 2,6-Dichloro-1,5-naphthyridine
Brand: ChemScene
Availability: InStock
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CAS No. 27017-66-9
Cat. No. CS-0459872
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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2,6-Dichloro-1,5-naphthyridine|CS-0459872

Structure of 27017-66-9

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General Information

CAS No. 27017-66-9
Cat. No. CS-0459872
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄Cl₂N₂
Molecular Weight 199.04
Synonym(s) None
SMILES ClC1=CC=C2N=C(Cl)C=CC2=N1

Description

2,6-Dichloro-1,5-naphthyridine features a rigid, electron-deficient heterocyclic core ideal for transition metal-catalyzed coupling reactions. The dichloro substitution pattern enables selective functionalization at C2 and C6 positions, while the naphthyridine scaffold provides enhanced stability and solubility in polar aprotic solvents. This compound serves as a key building block in pharmaceutical and agrochemical synthesis.

Application

2,6-Dichloro-1,5-naphthyridine serves as a versatile building block in medicinal chemistry and catalytic synthesis. The dichloro substitution pattern enables selective cross-coupling reactions, particularly in Pd-catalyzed C–C and C–N bond formations. Its electron-deficient naphthyridine core enhances reactivity in nucleophilic substitution processes and provides structural rigidity for heterocyclic scaffold development. Bench-stable and readily purified, it functions effectively in multi-step syntheses of kinase inhibitors and other bioactive molecules.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-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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2,6-Dichloro-1,5-naphthyridine

CAS No. 27017-66-9

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