Lot numbers can be found on the outside label of a product:
4-Bromo-2-methylquinoline
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CAS No. 50488-44-3
- Cat. No. CS-0019197
- Purity≥95%
- MDL No.MFCD02278398
*For research and further manufacturing use only, not for direct human use.
Structure of 50488-44-3
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General Information
- CAS No. 50488-44-3
- Cat. No. CS-0019197
- Purity ≥95%
- MDL No. MFCD02278398
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈BrN
- Molecular Weight 222.08
- Synonym(s) 4-Bromoquinaldine; 2-Methyl-4-bromoquinoline
- SMILES CC1=NC2=CC=CC=C2C(Br)=C1
Description
4-Bromo-2-methylquinoline is a heteroaromatic scaffold featuring a bromine atom at the 4-position and a methyl group at the 2-position, enabling selective functionalization in cross-coupling reactions. This electron-deficient quinoline derivative offers enhanced reactivity and stability under standard conditions, facilitating efficient incorporation into pharmaceutical intermediates and advanced materials.
Application
4-Bromo-2-methylquinoline serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established halogen reactivity. The methyl group at the 2-position enhances electronic modulation and provides a handle for further functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development and process-scale synthesis.
Synthesis
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Route1
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In-stock
607-67-0 - ~39%
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In-stock
50488-44-3
References
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Chen, Xiao-Tao; Ghavimi, Bahman; Corbett, Ronald L.; Xue, Chu-Biao; Liu, Rui-Qin; Covington, Maryanne B.; Qian, Mingxin; Vaddi, Krishna G.; Christ, David D.; Hartman, Karl D.; Ribadeneira, Maria D.; Trzaskos, James M.; Newton, Robert C.; Decicco, Carl P.; Duan, James J.-W. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 7 p. 1865 - 1870
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Route2
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In-stock
607-66-9 -
7789-59-5 - ~%
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In-stock
50488-44-3
References
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Ott, Gregory R.; Chen, Xiao Tao; Duan, Jingwu; Voss, Matthew E. Patent: US2003/87882 A1, 2003 ; US 20030087882 A1
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Route3
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In-stock
607-67-0
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7789-59-5
- ~%
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In-stock
50488-44-3
References
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Sheppeck, James E.; Duan, Jingwu; Xue, Chu-Biao; Wasserman, Zelda Patent: US2003/130273 A1, 2003 ; US 20030130273 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 12.89
- LogP 3.30572
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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