Lot numbers can be found on the outside label of a product:
Methyl 5-bromo-4-methylpicolinate
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CAS No. 886365-06-6
- Cat. No. CS-W009204
- Purity≥95%
- MDL No.MFCD07375102
*For research and further manufacturing use only, not for direct human use.
Structure of 886365-06-6
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General Information
- CAS No. 886365-06-6
- Cat. No. CS-W009204
- Purity ≥95%
- MDL No. MFCD07375102
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈BrNO₂
- Molecular Weight 230.06
- Synonym(s) Methyl 5-bromo-4-methylpyridine-2-carboxylate; 5-BROMO-4-METHYL-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
- SMILES O=C(C1=NC=C(Br)C(C)=C1)OC
Description
Methyl 5-bromo-4-methylpicolinate is a halogenated pyridine derivative featuring a bromine atom at the 5-position and a methyl group at the 4-position, enabling selective functionalization in synthetic routes. The ester functionality enhances solubility and reactivity, facilitating coupling reactions under standard conditions. This compound serves as a key intermediate in the development of bioactive heterocycles and pharmaceutical scaffolds.
Application
Methyl 5-bromo-4-methylpicolinate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The methyl ester functionality offers compatibility with standard hydrolysis and derivatization protocols, while the 4-methyl group provides steric and electronic modulation. Bench-stable and readily purified by column chromatography, it facilitates efficient access to substituted pyridine scaffolds common in API development.
Synthesis
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Route1
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67-56-1 -
In-stock
886365-02-2 - ~47%
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In-stock
886365-06-6
References
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Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Bhagirath, Niala; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen Patent: US2013/158049 A1, 2013 ; Location in patent: Paragraph 0169 ;
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Route2
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In-stock
3430-26-0 - ~%
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In-stock
886365-06-6
References
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US2011/71150 A1, ;
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Route3
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67-56-1
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1122090-38-3
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In-stock
886365-06-6
References
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WO2012/143329 A1, ; Page/Page column 142 ; WO 2012/143329 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 39.19
- LogP 1.93912
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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