Lot numbers can be found on the outside label of a product:
5-Bromo-2,4-dimethylpyrimidine
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CAS No. 69696-37-3
- Cat. No. CS-W019070
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 69696-37-3
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General Information
- CAS No. 69696-37-3
- Cat. No. CS-W019070
- Purity ≥96%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₇BrN₂
- Molecular Weight 187.04
- Synonym(s) 5-broMo-2,4-diMethyl-pyriMidine
- SMILES CC1=NC(C)=NC=C1Br
Description
5-Bromo-2,4-dimethylpyrimidine features a bromine substituent at the C5 position flanked by two methyl groups, creating a sterically hindered, electron-deficient pyrimidine core. This configuration enables direct coupling in cross-coupling reactions and facilitates incorporation into pharmaceutical scaffolds requiring halogenated heterocycles.
Application
5-Bromo-2,4-dimethylpyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine atom at the 5-position exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl groups at positions 2 and 4 provide steric and electronic modulation. This compound offers excellent bench stability, straightforward purification, and compatibility with diverse functional groups, making it a reliable scaffold for constructing biologically active heterocycles and advanced API intermediates.
Synthesis
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Route1
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In-stock
69696-35-1 - ~84%
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In-stock
69696-37-3
References
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Sakamoto, Takao; Kondo, Yoshinori; Yamanaka, Hiroshi Synthesis, 1984 , # 3 p. 252 - 254
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Route2
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In-stock
858269-28-0 - ~%
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In-stock
69696-37-3
References
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GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas Patent: WO2013/96151 A1, 2013 ;
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Route3
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In-stock
6622-92-0 - ~%
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In-stock
69696-37-3
References
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GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas Patent: WO2013/96151 A1, 2013 ;
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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 25.78
- LogP 1.85594
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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