Lot numbers can be found on the outside label of a product:
5-Bromo-2-methoxy-3-nitro-4-picoline
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CAS No. 884495-14-1
- Cat. No. CS-M1658
- Purity≥96%
- MDL No.MFCD06659504
*For research and further manufacturing use only, not for direct human use.
Structure of 884495-14-1
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General Information
- CAS No. 884495-14-1
- Cat. No. CS-M1658
- Purity ≥96%
- MDL No. MFCD06659504
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇BrN₂O₃
- Molecular Weight 247.05
- Synonym(s) 5-Bromo-2-methoxy-4-methyl-3-nitropyridine
- SMILES CC1=C([N+]([O-])=O)C(OC)=NC=C1Br
Description
5-Bromo-2-methoxy-3-nitro-4-picoline features a strategically positioned bromine atom flanked by electron-withdrawing nitro and methoxy groups, enabling selective cross-coupling reactions. The para-nitro substitution enhances electrophilicity at the 4-position, while the methoxy group improves solubility and modulates reactivity in transition metal-catalyzed transformations. This scaffold serves as a high-value building block for complex heterocyclic architectures in medicinal chemistry and materials science.
Application
5-Bromo-2-methoxy-3-nitro-4-picoline serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the pyridine ring due to orthogonal reactivity of bromo, methoxy, and nitro groups. Its stability under standard reaction conditions facilitates palladium-catalyzed cross-coupling, nucleophilic substitution, and selective reduction sequences, making it valuable for constructing complex nitrogen-containing scaffolds in medicinal chemistry and agrochemical development.
Synthesis
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Route1
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In-stock
100367-40-6 - ~69%
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In-stock
884495-14-1
References
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Bristol-Myers Squibb Company Patent: US2006/293304 A1, 2006 ; Location in patent: Page/Page column 29 ;
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Route2
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67-56-1 -
In-stock
100367-40-6
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In-stock
884495-14-1
References
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US2007/32503 A1, ; Page/Page column 9; 10-11 ;
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Route3
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In-stock
142404-82-8 - ~%
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In-stock
884495-14-1
References
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WO2012/106189 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 65.26
- LogP 2.06932
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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