Lot numbers can be found on the outside label of a product:
6-Bromo-4-chloroquinoline
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CAS No. 65340-70-7
- Cat. No. CS-M0120
- Purity≥98%
- MDL No.MFCD00511001
*For research and further manufacturing use only, not for direct human use.
Structure of 65340-70-7
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General Information
- CAS No. 65340-70-7
- Cat. No. CS-M0120
- Purity ≥98%
- MDL No. MFCD00511001
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₅BrClN
- Molecular Weight 242.50
- Synonym(s) None
- SMILES ClC1=CC=NC2=C1C=C(Br)C=C2
Description
6-Bromo-4-chloroquinoline is a halogenated quinoline derivative featuring complementary reactive sites for cross-coupling and functionalization. The bromine at the 6-position enables palladium-catalyzed coupling, while the chlorine at the 4-position offers orthogonal reactivity under selective conditions. This dual-halogenation pattern facilitates modular synthesis of complex heterocyclic architectures in medicinal chemistry and materials science.
Application
6-Bromo-4-chloroquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromo group facilitates Suzuki, Stille, or Negishi coupling, while the chloro group offers orthogonal functionalization potential. Its stability under standard reaction conditions and compatibility with diverse synthetic transformations make it well-suited for constructing complex heterocyclic scaffolds and API intermediates.
Synthesis
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Route1
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In-stock
145369-94-4 - ~99%
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In-stock
65340-70-7
References
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Chen, Li; Chen, Shaoqing; Lou, Jianping; Sidduri, Achyutharao Patent: US2006/63805 A1, 2006 ; Location in patent: Page/Page column 9 ; US 20060063805 A1
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Route2
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106-40-1 - ~%
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In-stock
65340-70-7
References
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Journal of the Chemical Society, , p. 384,389
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Route3
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In-stock
187278-01-9 - ~%
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In-stock
65340-70-7
References
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WO2014/22128 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 12.89
- LogP 3.6507
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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