Lot numbers can be found on the outside label of a product:
6-Chloro-2-methoxy-3-nitropyridine
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CAS No. 40851-91-0
- Cat. No. CS-W018586
- Purity≥97%
- MDL No.MFCD09033798
*For research and further manufacturing use only, not for direct human use.
Structure of 40851-91-0
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General Information
- CAS No. 40851-91-0
- Cat. No. CS-W018586
- Purity ≥97%
- MDL No. MFCD09033798
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅ClN₂O₃
- Molecular Weight 188.57
- Synonym(s) 2-Chloro-6-methoxy-5-nitropyridine
- SMILES ClC1=CC=C(C(=N1)OC)[N+](=O)[O-]
Description
6-Chloro-2-methoxy-3-nitropyridine is a halogenated pyridine derivative featuring a nitro group at C3 and a methoxy substituent at C2, enabling selective functionalization in synthetic sequences. The chlorine at C6 serves as a reactive handle for palladium-catalyzed cross-coupling reactions, while the electron-withdrawing nitro group enhances electrophilicity at adjacent positions. This compound exhibits stability under standard bench conditions and facilitates efficient incorporation into complex heterocyclic architectures.
Application
6-Chloro-2-methoxy-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The chloro group at the 6-position exhibits high reactivity under mild conditions, while the methoxy and nitro substituents provide orthogonal functional handles for selective transformations. Its bench-stable solid form and compatibility with diverse reaction conditions make it well-suited for iterative synthetic strategies in medicinal chemistry and process development.
Synthesis
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Route1
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67-56-1 -
In-stock
16013-85-7 - ~90%
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In-stock
40851-91-0
References
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Phenex Pharmaceuticals AG Patent: EP1894924 A1, 2008 ; Location in patent: Page/Page column 30 ;
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Route2
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In-stock
16013-85-7
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124-41-4
- ~59%
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In-stock
40851-91-0
References
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Eisai Co., Ltd. Patent: US2006/4013 A1, 2006 ; Location in patent: Page/Page column 61 ; US 20060004013 A1
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Route3
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In-stock
16013-85-7
- ~%
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In-stock
40851-91-0
References
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Nuss, John M.; Harrison, Stephen D.; Ring, David B.; Boyce, Rustum S.; Johnson, Kirk; Pfister, Keith B.; Ramurthy, Savithri; Seely, Lynn; Wagman, Allan S.; Desai, Manjo; Levine, Barry H. Patent: US2002/156087 A1, 2002 ; US 20020156087 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 1.6518
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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