Lot numbers can be found on the outside label of a product:
5-Bromo-2-chloro-3-pyridinecarboxylic acid
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CAS No. 29241-65-4
- Cat. No. CS-D1733
- Purity≥96%
- MDL No.MFCD03844847
*For research and further manufacturing use only, not for direct human use.
Structure of 29241-65-4
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General Information
- CAS No. 29241-65-4
- Cat. No. CS-D1733
- Purity ≥96%
- MDL No. MFCD03844847
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₃BrClNO₂
- Molecular Weight 236.45
- Synonym(s) 2-Chloro-5-bromonicotinic acid; 5-Bromo-2-chloronicotinic acid; 5-Bromo-2-chloropyridine-3-; acide 5-bromo-2-chloronicotinique; 5-Bromo-2-chloro-3-pyridinecarboxylic acid
- SMILES O=C(C1=CC(Br)=CN=C1Cl)O
Description
5-Bromo-2-chloro-3-pyridinecarboxylic acid features a pyridine ring bearing bromo and chloro substituents at the 5- and 2-positions, respectively, with a carboxylic acid group at the 3-position. This electron-deficient heterocycle serves as a key scaffold for medicinal chemistry applications, offering enhanced metabolic stability and tailored reactivity in cross-coupling transformations.
Application
5-Bromo-2-chloro-3-pyridinecarboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of pyridine-based scaffolds in medicinal chemistry. Its orthogonal halogenation pattern facilitates selective cross-coupling reactions, while the carboxylic acid group supports direct derivatization or activation for amide and ester formation. The compound exhibits excellent bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic campaigns requiring functional group tolerance and predictable reactivity.
Synthesis
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Route1
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In-stock
104612-36-4 - ~99%
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In-stock
29241-65-4
References
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Carruthers, Nicholas I.; Keith, John M.; Letavic, Michael A.; Shah, Chandravadan R. Patent: US2006/287292 A1, 2006 ; Location in patent: Page/Page column 26 ; US 20060287292 A1
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Route2
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In-stock
609-71-2 - ~%
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In-stock
29241-65-4
References
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Gero, Thomas W.; Jaques, Larry W.; Mays, Richard P.; Reid, Debra H.; Shamblee, Dwight A.; et al. Synthetic Communications, 1989 , vol. 19, # 3and4 p. 553 - 560
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Route3
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In-stock
2942-59-8 - ~%
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In-stock
29241-65-4
References
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Nagasawa, Johnny Y.; Song, Jenny; Chen, Huanming; Kim, Hong-Woo; Blazel, Julie; Ouk, Samedy; Groschel, Bettina; Borges, Virginia; Ong, Voon; Yeh, Li-Tain; Girardet, Jean-Luc; Vernier, Jean-Michel; Raney, Anneke K.; Pinkerton, Anthony B. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 2 p. 760 - 763
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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 50.19
- LogP 2.1957
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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