Lot numbers can be found on the outside label of a product:
6-Chloro-5-nitro-3-pyridinecarboxylic acid
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CAS No. 7477-10-3
- Cat. No. CS-W008886
- Purity≥95%
- MDL No.MFCD09027297
*For research and further manufacturing use only, not for direct human use.
Structure of 7477-10-3
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General Information
- CAS No. 7477-10-3
- Cat. No. CS-W008886
- Purity ≥95%
- MDL No. MFCD09027297
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₃ClN₂O₄
- Molecular Weight 202.55
- Synonym(s) NSC 404695; 6-Chloro-5-nitronicotinic acid
- SMILES O=C(C1=CC([N+]([O-])=O)=C(Cl)N=C1)O
Description
6-Chloro-5-nitro-3-pyridinecarboxylic acid features a pyridine core functionalized with electron-withdrawing chlorine and nitro groups, enhancing its reactivity in cross-coupling and cyclization processes. This bench-stable derivative delivers high regioselectivity in synthetic routes to bioactive heterocycles.
Application
6-Chloro-5-nitro-3-pyridinecarboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its orthogonal functional groups—chloro, nitro, and carboxylic acid—facilitate sequential transformations under mild conditions, supporting modular diversification in medicinal chemistry campaigns. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for scalable synthetic workflows.
Synthesis
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Route1
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In-stock
6635-31-0 - ~95%
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In-stock
7477-10-3
References
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Priestley, Eldon Scott; Decicco, Carl P.; Hudyma, Thomas W.; Zheng, Xiaofan Patent: US2003/134853 A1, 2003 ;
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Route2
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In-stock
23056-40-8 - ~67%
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In-stock
7477-10-3
References
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Beijing Yiling Bioengineering Co., Ltd. Patent: EP2366691 A1, 2011 ; Location in patent: Page/Page column 9 ;
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Route3
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In-stock
1603-41-4 - ~%
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In-stock
7477-10-3
References
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EP2366691 A1, ;
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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 93.33
- LogP 1.3414
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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