2-Chloro-1,8-naphthyridine

Name: 2-Chloro-1,8-naphthyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 15936-10-4
Cat. No. CS-W021633
Purity≥98%
MDL No.MFCD00234390

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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 15936-10-4

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General Information

CAS No. 15936-10-4
Cat. No. CS-W021633
Purity ≥98%
MDL No. MFCD00234390
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂
Molecular Weight 164.59
Synonym(s) None
SMILES ClC1=CC=C2C=CC=NC2=N1

Description

2-Chloro-1,8-naphthyridine features a chlorine-substituted naphthyridine core that imparts enhanced reactivity in cross-coupling processes. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and serves as a key building block in the synthesis of bioactive molecules.

Application

2-Chloro-1,8-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 C2 position. The chlorine atom provides high functional group tolerance and bench stability, facilitating efficient incorporation into complex heterocyclic scaffolds. Its rigid bicyclic structure enhances π-conjugation and electron-deficient character, making it valuable for constructing advanced API intermediates and organic semiconductors.

Synthesis

Route1
- In-stock
  
  15936-09-1
- ~70%
- In-stock
  
  15936-10-4
References
- MERCK SHARP and DOHME LIMITED Patent: WO2005/47279 A1, 2005 ; Location in patent: Page/Page column 50 ; WO 2005/047279 A1
Route2
- 1452560-14-3
- ~%
- In-stock
  
  15936-10-4
References
- US2013/225552 A1, ;

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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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

Key Words

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2-Chloro-1,8-naphthyridine

CAS No. 15936-10-4

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