Lot numbers can be found on the outside label of a product:
6-Chloro-5-nitropicolinic acid
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CAS No. 353277-27-7
- Cat. No. CS-W006408
- Purity≥95%
- MDL No.MFCD01927937
*For research and further manufacturing use only, not for direct human use.
Structure of 353277-27-7
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General Information
- CAS No. 353277-27-7
- Cat. No. CS-W006408
- Purity ≥95%
- MDL No. MFCD01927937
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₃ClN₂O₄
- Molecular Weight 202.55
- Synonym(s) None
- SMILES O=C(O)C1=NC(Cl)=C([N+]([O-])=O)C=C1
Description
6-Chloro-5-nitropicolinic acid features a sterically constrained pyridine core bearing chlorine and nitro groups at adjacent positions, enhancing its utility in transition metal-catalyzed coupling reactions. The electron-deficient aromatic system facilitates efficient C–H functionalization and serves as a robust scaffold for pharmaceutical and agrochemical intermediates. This bench-stable derivative exhibits improved solubility in polar organic solvents, streamlining handling during synthetic workflows.
Application
6-Chloro-5-nitropicolinic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling. The nitro group facilitates subsequent reduction and cyclization strategies, while the carboxylic acid provides a handle for amide coupling or esterification. Its bench-stable crystalline form and compatibility with standard synthetic workflows make it ideal for constructing heterocyclic scaffolds and API intermediates.
Synthesis
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Route1
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In-stock
56057-19-3 - ~67%
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In-stock
353277-27-7
References
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Beijing Yiling Bioengineering Co., Ltd. Patent: EP2366691 A1, 2011 ; Location in patent: Page/Page column 12 ;
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Route2
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In-stock
21901-29-1 - ~%
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In-stock
353277-27-7
References
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Beijing Yiling Bioengineering Co., Ltd. Patent: EP2366691 A1, 2011 ;
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Route3
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In-stock
39745-39-6 - ~%
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In-stock
353277-27-7
References
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Beijing Yiling Bioengineering Co., Ltd. Patent: EP2366691 A1, 2011 ;
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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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