1-Chloro-4-iodo-2,7-naphthyridine

Name: 1-Chloro-4-iodo-2,7-naphthyridine
Brand: ChemScene
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CAS No. 1234616-02-4
Cat. No. CS-0055197
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+
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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1-Chloro-4-iodo-2,7-naphthyridine|CS-0055197

Structure of 1234616-02-4

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General Information

CAS No. 1234616-02-4
Cat. No. CS-0055197
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClIN₂
Molecular Weight 290.49
Synonym(s) 1-Chloro-4-iodo-[2,7]naphthyridine
SMILES IC1=CN=C(Cl)C2=C1C=CN=C2

Description

1-Chloro-4-iodo-2,7-naphthyridine features a dual halogenated naphthyridine core with orthogonal reactivity, enabling selective cross-coupling transformations. The chlorine and iodine substituents facilitate sequential functionalization under palladium catalysis, while the electron-deficient ring system enhances stability and regioselectivity in C–C bond formation. This scaffold serves as a robust building block for advanced heterocyclic architectures.

Application

1-Chloro-4-iodo-2,7-naphthyridine serves as a versatile bifunctional building block for transition-metal-catalyzed cross-coupling reactions. The chloro group enables palladium-catalyzed coupling with boronic acids or nucleophiles, while the iodo substituent offers high reactivity in Suzuki, Stille, and Negishi transformations. Its orthogonality allows sequential functionalization, and the naphthyridine core provides inherent stability and compatibility with diverse reaction conditions, making it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

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-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 2.8878
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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1-Chloro-4-iodo-2,7-naphthyridine

CAS No. 1234616-02-4

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