Lot numbers can be found on the outside label of a product:
6-Bromo-2-methoxyquinoline
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CAS No. 99455-05-7
- Cat. No. CS-0035482
- Purity≥97%
- MDL No.MFCD11847805
*For research and further manufacturing use only, not for direct human use.
Structure of 99455-05-7
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General Information
- CAS No. 99455-05-7
- Cat. No. CS-0035482
- Purity ≥97%
- MDL No. MFCD11847805
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈BrNO
- Molecular Weight 238.08
- Synonym(s) 6-Bromo-2-methoxy-1-azanaphthalene
- SMILES COC1=CC=C2C=C(C=CC2=N1)Br
Description
6-Bromo-2-methoxyquinoline is a halogenated quinoline derivative featuring a bromine atom at the 6-position and a methoxy group at the 2-position. This electron-deficient scaffold enables direct coupling in palladium-catalyzed cross-coupling reactions, serving as a key building block in pharmaceutical synthesis and materials chemistry.
Application
6-Bromo-2-methoxyquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine functionality. The 2-methoxy group enhances solubility and modulates electronic properties, while the quinoline core provides a rigid, planar scaffold suitable for drug discovery applications. Bench-stable and readily purified by flash chromatography, it functions reliably in standard synthetic workflows involving Suzuki, Stille, or Negishi coupling protocols.
Synthesis
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Route1
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67-56-1 -
In-stock
1810-71-5 -
124-41-4
- ~10%
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In-stock
99455-05-7
References
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JANSSEN PHARMACEUTICA N.V. Patent: WO2008/68270 A1, 2008 ; Location in patent: Page/Page column 43 ;
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Route2
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In-stock
1810-71-5
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124-41-4
- ~97%
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In-stock
99455-05-7
References
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ROTTAPHARM S.P.A. Patent: WO2009/152868 A1, 2009 ; Location in patent: Page/Page column 42 ; WO 2009/152868 A1
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Route3
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In-stock
1810-71-5
- ~%
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In-stock
99455-05-7
References
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US4710507 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 22.12
- LogP 3.0059
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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