Lot numbers can be found on the outside label of a product:
2-Bromo-4-methyl-5-nitropyridine
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CAS No. 23056-47-5
- Cat. No. CS-D0233
- Purity≥97%
- MDL No.MFCD03095066
*For research and further manufacturing use only, not for direct human use.
Structure of 23056-47-5
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General Information
- CAS No. 23056-47-5
- Cat. No. CS-D0233
- Purity ≥97%
- MDL No. MFCD03095066
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅BrN₂O₂
- Molecular Weight 217.02
- Synonym(s) 2-Bromo-5-nitro-4-picoline
- SMILES BrC1=CC(C)=C([N+]([O-])=O)C=N1
Description
2-Bromo-4-methyl-5-nitropyridine features a nitro group at the pyridine ring’s C5 position, enhancing electrophilicity for cross-coupling reactions. The bromine at C2 enables palladium-catalyzed transformations, while the methyl substituent provides steric and electronic modulation. This compound serves as a key intermediate in pharmaceutical synthesis and functional materials development under standard conditions.
Application
2-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 sites. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro and methyl functionalities offer orthogonal reactivity for downstream functionalization. Its bench-stable crystalline form supports reliable handling and purification, making it suitable for iterative synthesis of complex pyridine-based scaffolds.
Synthesis
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Route1
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In-stock
21901-41-7 - ~91%
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In-stock
23056-47-5
References
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Plewe, Michael B.; Butler, Scott L.; Dress, Klaus R.; Hu, Qiyue; Johnson, Ted W.; Kuehler, Jon E.; Kuki, Atsuo; Lam, Hieu; Liu, Wen; Nowlin, Dawn; Peng, Qinghai; Rahavendran, Sadayappan V.; Tanis, Steven P.; Tran, Khanh T.; Wang, Hai; Yang, Anle; Zhang, Junhu Journal of Medicinal Chemistry, 2009 , vol. 52, # 22 p. 7211 - 7219
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Route2
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In-stock
21901-40-6 - ~17%
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In-stock
23056-47-5
References
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CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Yan; HU, Yuandong; WANG, Huting; LIU, Yuliang; LI, Jijun; SUN, Deguang; WANG, Zhe; WEI, Yongheng; WANG, Zanping; TANG, Guojing; JING, Lutao Patent: WO2012/103806 A1, 2012 ; Location in patent: Page/Page column 43 ; WO 2012/103806 A1
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Route3
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In-stock
21901-41-7
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21295-51-2 - ~%
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In-stock
23056-47-5
References
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US6610692 B1, ; US 6610692 B1
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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 56.03
- LogP 2.06072
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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