Lot numbers can be found on the outside label of a product:
6-Bromo-2-methoxypyridin-3-amine
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CAS No. 89466-18-2
- Cat. No. CS-W006184
- Purity≥96%
- MDL No.MFCD06738312
*For research and further manufacturing use only, not for direct human use.
Structure of 89466-18-2
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General Information
- CAS No. 89466-18-2
- Cat. No. CS-W006184
- Purity ≥96%
- MDL No. MFCD06738312
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₇BrN₂O
- Molecular Weight 203.04
- Synonym(s) 6-Bromo-2-methoxypyridin-3-ylamine
- SMILES COC1=NC(Br)=CC=C1N
Description
6-Bromo-2-methoxypyridin-3-amine features a pyridine core bearing bromine at the 6-position and a methoxy group at the 2-position, creating a uniquely activated heterocyclic scaffold. This configuration enables direct coupling reactions in late-stage functionalization. The amine functionality at the 3-position serves as a key handle for C–N bond formation. The molecule exhibits enhanced solubility in polar organic solvents and stability under standard bench conditions, facilitating use in synthetic workflows requiring reliable reactivity and ease of handling.
Application
6-Bromo-2-methoxypyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle and compatible methoxy and amino substituents. The molecule exhibits excellent bench stability and facilitates efficient functionalization in late-stage diversification of heterocyclic scaffolds. Its orthogonal reactivity profile supports selective transformations in complex synthesis workflows.
Synthesis
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Route1
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In-stock
20265-38-7 - ~80%
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In-stock
89466-18-2
References
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TAISHO PHARMACEUTICAL CO., LTD; NISSAN CHEMICAL INDUSTRIES, LTD. Patent: US2011/237791 A1, 2011 ; Location in patent: Page/Page column 64 ;
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Route2
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In-stock
39856-57-0 -
124-41-4 - ~86%
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In-stock
89466-18-2
References
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Parlow, John J.; Kurumbail, Ravi G.; Stegeman, Roderick A.; Stevens, Anna M.; Stallings, William C.; South, Michael S. Journal of Medicinal Chemistry, 2003 , vol. 46, # 22 p. 4696 - 4701 Title/Abstract Full Text View citing articles Show Details Parlow, John J.; South, Michael S. Tetrahedron, 2003 , vol. 59, # 39 p. 7695 - 7701
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Route3
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In-stock
55304-80-8 - ~%
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In-stock
89466-18-2
References
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Tetrahedron, , vol. 59, # 39 p. 7695 - 7701
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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 48.14
- LogP 1.4349
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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