Lot numbers can be found on the outside label of a product:
4-Bromo-2-methoxypyridine
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CAS No. 100367-39-3
- Cat. No. CS-D0772
- Purity≥98%
- MDL No.MFCD08277268
*For research and further manufacturing use only, not for direct human use.
Structure of 100367-39-3
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General Information
- CAS No. 100367-39-3
- Cat. No. CS-D0772
- Purity ≥98%
- MDL No. MFCD08277268
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₆BrNO
- Molecular Weight 188.02
- Synonym(s) 4-Bromo-2-Methoxypyridine(WX637041)
- SMILES COC1=NC=CC(Br)=C1
Description
4-Bromo-2-methoxypyridine is a bench-stable heterocyclic building block featuring a bromine substituent at the 4-position and a methoxy group at the 2-position, enabling selective cross-coupling reactions. This electronic configuration enhances reactivity in palladium-catalyzed transformations while maintaining stability under standard conditions.
Application
4-Bromo-2-methoxypyridine serves as a versatile building block in medicinal chemistry and cross-coupling reactions, enabling efficient access to substituted pyridine scaffolds. The bromine substituent facilitates palladium-catalyzed coupling processes, while the methoxy group provides moderate electron donation and orthogonal handling in multistep syntheses. Its bench stability and compatibility with standard reaction conditions make it a practical choice for constructing complex heterocyclic architectures.
Synthesis
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Route1
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In-stock
20265-39-8 - ~42%
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In-stock
100367-39-3
References
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Fraley, Mark E; Rubino, Robert S; Hoffman, William F; Hambaugh, Scott R; Arrington, Kenneth L; Hungate, Randall W; Bilodeau, Mark T; Tebben, Andrew J; Rutledge, Ruth Z; Kendall, Richard L; McFall, Rosemary C; Huckle, William R; Coll, Kathleen E; Thomas, Kenneth A Bioorganic and medicinal chemistry letters, 2002 , vol. 12, # 24 p. 3537 - 3541
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Route2
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In-stock
14432-12-3 - ~%
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In-stock
100367-39-3
References
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WO2012/24615 A1, ; WO 2012/024615 A1
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Route3
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20773-98-2 - ~%
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In-stock
100367-39-3
References
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Bioorganic and medicinal chemistry letters, , vol. 12, # 24 p. 3537 - 3541
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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 1.8527
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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