5-Bromo-[1,7]naphthyridine

Name: 5-Bromo-[1,7]naphthyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 17965-76-3
Cat. No. CS-0074093
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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 17965-76-3

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Description

5-Bromo-[1,7]naphthyridine features a bromine substituent at the 5-position of a [1,7]naphthyridine core, enabling direct functionalization in cross-coupling reactions. This electron-deficient heteroaromatic scaffold integrates readily into pharmaceutical intermediates and advanced ligands. The compound exhibits robust stability under standard conditions and facilitates efficient derivatization via palladium-catalyzed transformations.

Application

5-Bromo-[1,7]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 bromine site. The fused bicyclic scaffold provides rigidity and electron-deficient character, enhancing utility in constructing heterocyclic frameworks and functionalized aromatic systems. Bench-stable and readily purified by crystallization, it functions reliably in standard synthetic workflows involving Suzuki, Stille, or Negishi coupling protocols.

General Information

CAS No. 17965-76-3
Cat. No. CS-0074093
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂
Molecular Weight 209.04
Synonym(s) 5-Bromo-1,7-naphthyridine
SMILES BrC1=CN=CC2=NC=CC=C12

Computational Chemistry Data

TPSA 25.78
LogP 2.3923
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

Key Words

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5-Bromo-[1,7]naphthyridine

CAS No. 17965-76-3

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