Lot numbers can be found on the outside label of a product:
6-Bromo-2,4-dichloroquinoline
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CAS No. 406204-90-8
- Cat. No. CS-W019176
- Purity≥98%
- MDL No.MFCD11847521
*For research and further manufacturing use only, not for direct human use.
Structure of 406204-90-8
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General Information
- CAS No. 406204-90-8
- Cat. No. CS-W019176
- Purity ≥98%
- MDL No. MFCD11847521
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₄BrCl₂N
- Molecular Weight 276.95
- Synonym(s) 6-bromo-2,4-dichloro-quinoline
- SMILES ClC1=CC(Cl)=NC2=CC=C(Br)C=C12
Description
6-Bromo-2,4-dichloroquinoline features a highly electron-deficient quinoline core functionalized with bromo and dichloro substituents at strategic positions. This scaffold enables direct coupling in cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and advanced materials. The molecule exhibits enhanced stability under standard conditions and facilitates efficient derivatization through palladium-catalyzed processes.
Application
6-Bromo-2,4-dichloroquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine at the 6-position facilitates selective functionalization while the 2,4-dichloro substitution pattern ensures compatibility with standard coupling protocols. Its bench-stable nature and ease of purification make it ideal for constructing complex heterocyclic scaffolds in API development and advanced organic synthesis workflows.
Synthesis
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Route1
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In-stock
54675-23-9 - ~%
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In-stock
406204-90-8
References
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Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua Patent: US2014/107094 A1, 2014 ; Location in patent: Paragraph 0587; 0588 ;
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Route2
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141-82-2 -
106-40-1
- ~42%
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In-stock
406204-90-8
References
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Rajesh; Iniyavan; Sarveswari; Vijayakumar Research on Chemical Intermediates, 2014 , vol. 40, # 5 p. 1851 - 1866
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Route3
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106-40-1
- ~%
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In-stock
406204-90-8
References
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Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua Patent: US2014/107094 A1, 2014 ;
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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 12.89
- LogP 4.3041
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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