Lot numbers can be found on the outside label of a product:
2-Amino-3-bromo-5-nitropyridine
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CAS No. 15862-31-4
- Cat. No. CS-W002708
- Purity≥97%
- MDL No.MFCD00955628
*For research and further manufacturing use only, not for direct human use.
Structure of 15862-31-4
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General Information
- CAS No. 15862-31-4
- Cat. No. CS-W002708
- Purity ≥97%
- MDL No. MFCD00955628
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₄BrN₃O₂
- Molecular Weight 218.01
- Synonym(s) 2-amino-3-bromo-5-nitropyridinium
- SMILES [O-][N+](=O)c1cnc(c(c1)Br)N
Description
2-Amino-3-bromo-5-nitropyridine features a strategically positioned bromine atom and nitro group on a pyridine scaffold, enabling direct functionalization in cross-coupling reactions. The electron-deficient ring facilitates nucleophilic substitution, while the amino group offers a handle for further derivatization. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced pharmaceutical building blocks.
Application
2-Amino-3-bromo-5-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromo group and compatible amino functionality. The nitro group provides a handle for selective reduction or further functionalization, while the molecule exhibits sufficient bench stability for routine handling. Its orthogonal reactivity profile facilitates the construction of complex pyridine-based scaffolds relevant to medicinal chemistry and agrochemical development.
Synthesis
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Route1
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In-stock
4214-76-0 - ~31%
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In-stock
15862-31-4
References
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US2009/253736 A1, ; Page/Page column 25 ;
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Route2
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In-stock
35486-42-1 - ~%
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In-stock
15862-31-4
References
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Chemische Berichte, , vol. 61, p. 1230 Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, , vol. 60, p. 975
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Route3
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504-29-0 - ~%
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In-stock
15862-31-4
References
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Chemische Berichte, , vol. 61, p. 1230 Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, , vol. 60, p. 975
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Safety Information
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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 82.05
- LogP 1.3345
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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