Lot numbers can be found on the outside label of a product:
Methyl 6-bromo-3-methoxypicolinate
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CAS No. 945954-94-9
- Cat. No. CS-0036292
- Purity≥96%
- MDL No.MFCD18257515
*For research and further manufacturing use only, not for direct human use.
Structure of 945954-94-9
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General Information
- CAS No. 945954-94-9
- Cat. No. CS-0036292
- Purity ≥96%
- MDL No. MFCD18257515
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈BrNO₃
- Molecular Weight 246.06
- Synonym(s) None
- SMILES COC1=C(C(=O)OC)N=C(C=C1)Br
Description
Methyl 6-bromo-3-methoxypicolinate is a brominated pyridine derivative featuring a methoxy group at the 3-position and a methyl ester at the 6-position. This electron-deficient heterocycle serves as a key intermediate in synthetic routes to bioactive compounds, particularly in medicinal chemistry and agrochemical development. The bromine substituent enables facile cross-coupling reactions, while the methoxy and ester groups provide tunable polarity and reactivity.
Application
Methyl 6-bromo-3-methoxypicolinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the C6 bromine site. The ester and methoxy groups provide orthogonal reactivity for downstream functionalization, while the pyridine core offers stability and compatibility with standard bench-scale protocols. Its defined regiochemistry and predictable transformation profile make it ideal for constructing complex scaffolds in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
321601-48-3 -
74-88-4 - ~76%
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In-stock
945954-94-9
References
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TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: WO2007/89031 A1, 2007 ; Location in patent: Page/Page column 84-85 ; WO 2007/089031 A1
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Route2
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186581-53-3
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In-stock
321601-48-3
- ~%
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In-stock
945954-94-9
References
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SPEEDEL EXPERIMENTA AG Patent: WO2007/31558 A1, 2007 ; Location in patent: Page/Page column 33 ; WO 2007/031558 A1
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Route3
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In-stock
24059-83-4 - ~%
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In-stock
945954-94-9
References
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Zartman, C. Blair; Bell, Ian M.; Gallicchio, Steven N.; Graham, Samuel L.; Kane, Stefanie A.; Mallee, John J.; Rutledge, Ruth Z.; Salvatore, Christopher A.; Vacca, Joseph P.; Williams, Theresa M. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 22 p. 6705 - 6708
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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 48.42
- LogP 1.6393
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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