Lot numbers can be found on the outside label of a product:
3-Bromo-2-methoxy-4-methylpyridine
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CAS No. 717843-51-1
- Cat. No. CS-0053919
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 717843-51-1
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General Information
- CAS No. 717843-51-1
- Cat. No. CS-0053919
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₈BrNO
- Molecular Weight 202.05
- Synonym(s) 3-BROMO-2-METHOXY-4-PICOLINE
- SMILES CC1=C(Br)C(OC)=NC=C1
Description
3-Bromo-2-methoxy-4-methylpyridine features a pyridine core functionalized with bromo, methoxy, and methyl groups at strategic positions, enabling selective cross-coupling and derivatization. The electron-deficient ring facilitates palladium-catalyzed reactions, while the methoxy and methyl substituents enhance solubility and stability under standard conditions. This scaffold serves as a key intermediate in medicinal chemistry and materials synthesis.
Application
3-Bromo-2-methoxy-4-methylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined regiochemistry and stability under standard reaction conditions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the methoxy and methyl substituents provide orthogonal functional handles for further derivatization. Its bench-stable nature and ease of purification support efficient synthesis of complex heterocyclic scaffolds relevant to pharmaceutical development.
Synthesis
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Route1
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In-stock
18368-59-7 -
74-88-4 - ~77%
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In-stock
717843-51-1
References
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AB SCIENCE; BENJAHAD, Abdellah; MOUSSY, Alain; CHEVENIER, Emmanuel; PICOUL, Willy; LERMET, Anne; PEZ, Didier; MARTIN, Jason; SANDRINELLI, Franck Patent: WO2013/14170 A1, 2013 ; Location in patent: Page/Page column 78; 79 ; WO 2013/014170 A1
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Route2
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In-stock
55404-31-4 -
124-41-4
- ~56%
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In-stock
717843-51-1
References
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PFIZER INC.; BAILEY, Simon; BURKE, Benjamin, Joseph; COLLINS, Michael, Raymond; CUI, Jingrong, Jean; DEAL, Judith, Gail; HOFFMAN, Robert, Louis; HUANG, Qinhua; JOHNSON, Ted, William; KANIA, Robert, Steven; KATH, John, Charles; LE, Phuong, Thi, Quy; MCTIGUE, Michele, Ann; PALMER, Cynthia, Louise; RICHARDSON, Paul, Francis; SACH, Neal, William Patent: WO2013/132376 A1, 2013 ; Location in patent: Page/Page column 175-176 ;
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Route3
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In-stock
55404-31-4
- ~%
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In-stock
717843-51-1
References
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EISAI RandD MANAGEMENT CO., LTD.; Norimine, Yoshihiko; Takeda, Kunitoshi; Hagiwara, Koji; Suzuki, Yuichi; Ishihara, Yuki; Sato, Nobuaki Patent: US2013/143907 A1, 2013 ; Location in patent: Paragraph 0477; 0478 ;
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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 22.12
- LogP 2.16112
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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