Lot numbers can be found on the outside label of a product:
4-Amino-2-methoxypyridine
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CAS No. 20265-39-8
- Cat. No. CS-D0771
- Purity≥98%
- MDL No.MFCD06738657
*For research and further manufacturing use only, not for direct human use.
Structure of 20265-39-8
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General Information
- CAS No. 20265-39-8
- Cat. No. CS-D0771
- Purity ≥98%
- MDL No. MFCD06738657
- Storage RT, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₈N₂O
- Molecular Weight 124.14
- Synonym(s) NSC 133109; 4-Pyridinamine, 2-methoxy-
- SMILES NC1=CC(OC)=NC=C1
Description
4-Amino-2-methoxypyridine features a strategically positioned amino group and methoxy substituent on the pyridine core, enabling versatile coupling reactions. The electron-donating methoxy group enhances nucleophilicity at the ortho position, while the amino functionality serves as a direct handle for derivatization. This scaffold integrates readily into pharmaceutical intermediates and functional materials.
Application
4-Amino-2-methoxypyridine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-based scaffolds through standard coupling and functionalization reactions. Its ortho-directed reactivity facilitates regioselective transformations, while the amino and methoxy groups offer complementary handles for derivatization. The compound exhibits good bench stability and is readily purified by crystallization or chromatography, supporting its use in multi-step synthesis and API development workflows.
Synthesis
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Route1
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In-stock
14432-12-3 - ~13%
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In-stock
20265-39-8
References
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XCOVERY, INC. Patent: WO2009/154769 A1, 2009 ; Location in patent: Page/Page column 53 ; WO 2009/154769 A1
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Route2
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In-stock
14432-12-3
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124-41-4 - ~98%
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In-stock
20265-39-8
References
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RESEARCH TRIANGLE INSTITUTE; CARROLL, Frank Ivy; ONDACHI, Pauline Wanjiku Patent: WO2012/24615 A1, 2012 ; Location in patent: Page/Page column 56 ; WO 2012/024615 A1
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Route3
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14395-39-2
- ~97%
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In-stock
20265-39-8
References
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Fraley, Mark E; Rubino, Robert S; Hoffman, William F; Hambaugh, Scott R; Arrington, Kenneth L; Hungate, Randall W; Bilodeau, Mark T; Tebben, Andrew J; Rutledge, Ruth Z; Kendall, Richard L; McFall, Rosemary C; Huckle, William R; Coll, Kathleen E; Thomas, Kenneth A Bioorganic and medicinal chemistry letters, 2002 , vol. 12, # 24 p. 3537 - 3541
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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-P330-P362-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 48.14
- LogP 0.6724
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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