Lot numbers can be found on the outside label of a product:
6-Bromo-4-methoxyquinoline
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CAS No. 874792-20-8
- Cat. No. CS-0100885
- Purity≥95%
- MDL No.MFCD04036192
*For research and further manufacturing use only, not for direct human use.
Structure of 874792-20-8
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General Information
- CAS No. 874792-20-8
- Cat. No. CS-0100885
- Purity ≥95%
- MDL No. MFCD04036192
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈BrNO
- Molecular Weight 238.08
- Synonym(s) Quinoline,6-bromo-4-methoxy
- SMILES COC1=CC=NC2=CC=C(Br)C=C12
Description
6-Bromo-4-methoxyquinoline is a heterocyclic scaffold featuring a bromine atom at the 6-position and a methoxy group at the 4-position, enabling selective functionalization in transition metal-catalyzed coupling reactions. This electron-deficient quinoline derivative exhibits enhanced solubility and stability under standard conditions, facilitating its use in medicinal chemistry and materials synthesis.
Application
6-Bromo-4-methoxyquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen functionality. The methoxy group enhances solubility and modulates electronic properties, while the bromine site facilitates reliable C–C bond formation under standard Suzuki, Stille, or Negishi conditions. Its bench-stable crystalline form simplifies handling and purification, making it suitable for scalable synthesis of quinoline-based pharmaceuticals and functionalized heterocycles.
Synthesis
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Route1
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In-stock
65340-70-7 -
124-41-4 - ~91%
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In-stock
874792-20-8
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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67-56-1
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In-stock
65340-70-7
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124-41-4
- ~%
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In-stock
874792-20-8
References
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WO2011/84402 A1, ; Page/Page column 145 ;
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Route3
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In-stock
145369-94-4 - ~%
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In-stock
874792-20-8
References
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WO2011/84402 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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 22.12
- LogP 3.0059
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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