Lot numbers can be found on the outside label of a product:
3-Bromo-5-phenoxypyridine
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CAS No. 28232-63-5
- Cat. No. CS-0060563
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 28232-63-5
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General Information
- CAS No. 28232-63-5
- Cat. No. CS-0060563
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₈BrNO
- Molecular Weight 250.09
- Synonym(s) Pyridine,3-bromo-5-phenoxy
- SMILES C1=CC=C(C=C1)OC2=CN=CC(=C2)Br
Description
3-Bromo-5-phenoxypyridine is a functionalized pyridine derivative featuring a bromine atom at the 3-position and a phenoxyl group at the 5-position, enabling efficient cross-coupling transformations. This electron-deficient heteroaryl scaffold integrates readily into complex molecular architectures under standard conditions, offering high stability and compatibility with palladium-catalyzed reactions.
Application
3-Bromo-5-phenoxypyridine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The bromo group at the 3-position provides high reactivity under standard conditions, while the phenoxypyridine core offers excellent functional group tolerance and bench stability. This compound facilitates the construction of biologically relevant heterocyclic scaffolds and conjugated systems in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
625-92-3 -
108-95-2 - ~87%
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In-stock
28232-63-5
References
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PFIZER INC. Patent: WO2009/81246 A2, 2009 ; Location in patent: Page/Page column 67 ; WO 2009/081246 A2
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Route2
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In-stock
212332-40-6 -
108-95-2
- ~67%
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In-stock
28232-63-5
References
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Breining, Scott R.; Melvin, Matt; Bhatti, Balwinder S.; Byrd, Gary D.; Kiser, Melanie N.; Hepler, Christopher D.; Hooker, Dawn N.; Zhang, Jenny; Reynolds, Leslie A.; Benson, Lisa R.; Fedorov, Nikolai B.; Sidach, Serguei S.; Mitchener, J. Pike; Lucero, Linda M.; Lukas, Ronald J.; Whiteaker, Paul; Yohannes, Daniel Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9929 - 9945
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Route3
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In-stock
625-92-3
- ~%
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In-stock
28232-63-5
References
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Breining, Scott R.; Melvin, Matt; Bhatti, Balwinder S.; Byrd, Gary D.; Kiser, Melanie N.; Hepler, Christopher D.; Hooker, Dawn N.; Zhang, Jenny; Reynolds, Leslie A.; Benson, Lisa R.; Fedorov, Nikolai B.; Sidach, Serguei S.; Mitchener, J. Pike; Lucero, Linda M.; Lukas, Ronald J.; Whiteaker, Paul; Yohannes, Daniel Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9929 - 9945
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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 3.6364
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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