4-Chloro-1,8-naphthyridine

Name: 4-Chloro-1,8-naphthyridine
Brand: ChemScene
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CAS No. 35170-94-6
Cat. No. CS-0041531
Molecule weight164.59
Purity≥95%
MDL No.MFCD08235029

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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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Structure of 35170-94-6

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General Information

CAS No. 35170-94-6
Cat. No. CS-0041531
Purity ≥95%
MDL No. MFCD08235029
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂
Molecular Weight 164.59
Synonym(s) 4-CHLORO-[1,8]NAPHTHYRIDINE
SMILES ClC1=CC=NC2=NC=CC=C12

Description

4-Chloro-1,8-naphthyridine is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 4-position, enhancing its reactivity in cross-coupling processes. This electron-deficient naphthyridine core integrates efficiently into pharmaceutical intermediates and functional materials, offering robust compatibility with transition metal catalysis under standard conditions.

Application

4-Chloro-1,8-naphthyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to install aryl and heteroaryl groups at the 4-position. Its electron-deficient pyridine core enhances reactivity in nucleophilic substitution processes, while the bench-stable nature and ease of purification support scalable synthesis. Functions effectively in constructing diverse heterocyclic scaffolds relevant to pharmaceutical development.

Synthesis

Route1
- In-stock
  
  927-63-9
- In-stock
  
  130721-78-7
- ~29%
- In-stock
  
  35170-94-6
References
- Zhichkin, Pavel; Beer, Catherine M. Cillo; Rennells, W. Martin; Fairfax, David J. Synlett, 2006 , # 3 p. 379 - 382

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

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Computational Chemistry Data

TPSA 25.78
LogP 2.2832
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Naphthyridine compounds

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4-Chloro-1,8-naphthyridine

CAS No. 35170-94-6

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