Lot numbers can be found on the outside label of a product:
3-Bromo-4-methyl-5-nitropyridine
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CAS No. 69872-15-7
- Cat. No. CS-W003806
- Purity≥98%
- MDL No.MFCD11847767
*For research and further manufacturing use only, not for direct human use.
Structure of 69872-15-7
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General Information
- CAS No. 69872-15-7
- Cat. No. CS-W003806
- Purity ≥98%
- MDL No. MFCD11847767
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅BrN₂O₂
- Molecular Weight 217.02
- Synonym(s) 3-BROMO-4-METHYL-6-NITROPYRIDINE
- SMILES [O-][N+](=O)c1cncc(c1C)Br
Description
3-Bromo-4-methyl-5-nitropyridine features a trifunctional pyridine core enabling direct coupling in cross-coupling reactions. The bromo group facilitates Pd-catalyzed transformations, while the para-oriented nitro group enhances electrophilicity and directs regioselective substitution. The methyl substituent provides steric and electronic tuning for downstream derivatization.
Application
3-Bromo-4-methyl-5-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromide and electron-deficient pyridine core. The methyl group provides a site for oxidation or functionalization, while the nitro group offers potential for reduction to an amine, facilitating access to diverse pharmacophores. Its bench stability and compatibility with standard reaction conditions make it a practical choice for medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
31872-63-6 -
105-53-3 - ~82%
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In-stock
69872-15-7
References
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Chekler, Eugene L. Piatnitski; Unwalla, Rayomond; Khan, Taukeer A.; Tangirala, Raghuram S.; Johnson, Mark; St. Andre, Michael; Anderson, James T.; Kenney, Thomas; Chiparri, Sue; McNally, Chris; Kilbourne, Edward; Thompson, Catherine; Nagpal, Sunil; Weber, Gregory; Schelling, Scott; Owens, Jane; Morris, Carl A.; Powell, Dennis; Verhoest, Patrick R.; Gilbert, Adam M. Journal of Medicinal Chemistry, 2014 , vol. 57, # 6 p. 2462 - 2471
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Route2
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69872-14-6 - ~%
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In-stock
69872-15-7
References
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US2006/4000 A1, ; Page/Page column 24 ;
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Route3
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In-stock
31872-65-8 - ~%
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In-stock
69872-15-7
References
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Tetrahedron Letters, , vol. 53, # 4 p. 377 - 379
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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-H319
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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 56.03
- LogP 2.06072
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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