Lot numbers can be found on the outside label of a product:
2-Chloro-1,5-naphthyridine
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CAS No. 7689-62-5
- Cat. No. CS-0043840
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 7689-62-5
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General Information
- CAS No. 7689-62-5
- Cat. No. CS-0043840
- Purity ≥95%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₅ClN₂
- Molecular Weight 164.59
- Synonym(s) 2-Chloro-1,5-naphthyridin
- SMILES ClC1=CC=C2N=CC=CC2=N1
Description
2-Chloro-1,5-naphthyridine is a bench-stable heterocyclic building block featuring a chlorine atom at the 2-position of the naphthyridine core. This electron-deficient scaffold facilitates efficient coupling reactions, enabling rapid access to functionalized derivatives in medicinal chemistry and materials science applications.
Application
2-Chloro-1,5-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 exhibits high functional group tolerance and facilitates efficient derivatization under standard Suzuki, Stille, and Negishi conditions. Its rigid, planar heteroaromatic core enhances π-stacking interactions in target-directed synthesis, while maintaining excellent bench stability and ease of purification—making it a reliable scaffold for constructing bioactive naphthyridine-based compounds and advanced functional materials.
Synthesis
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Route1
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27305-48-2 - ~35%
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In-stock
7689-62-5
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In-stock
7689-63-6
References
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WO2009/155121 A2, ; Page/Page column 104 ;
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Route2
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In-stock
10261-82-2 - ~%
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In-stock
7689-62-5
References
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Yakugaku Zasshi, , vol. 62, p. 257,265; dtsch. Ref. S. 66 Chem.Abstr., , p. 2950
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Route3
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1452561-63-5
- ~%
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In-stock
7689-62-5
References
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US2013/225552 A1, ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 25.78
- LogP 2.2832
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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