Lot numbers can be found on the outside label of a product:
5-Chloro-2-methylpyrimidine
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CAS No. 54198-89-9
- Cat. No. CS-D1091
- Purity≥98%
- MDL No.MFCD10574686
*For research and further manufacturing use only, not for direct human use.
Structure of 54198-89-9
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General Information
- CAS No. 54198-89-9
- Cat. No. CS-D1091
- Purity ≥98%
- MDL No. MFCD10574686
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₅ClN₂
- Molecular Weight 128.56
- Synonym(s) Pyrimidine, 5-chloro-2-methyl- (7CI,9CI)
- SMILES CC1=NC=C(Cl)C=N1
Description
5-Chloro-2-methylpyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, featuring a chlorine atom at the 5-position and a methyl group at the 2-position. This electronic configuration enhances reactivity in nucleophilic substitution processes, enabling efficient coupling with diverse amines and thiols. The molecule exhibits good stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, facilitating its integration into synthetic workflows for pharmaceutical intermediates and functional materials.
Application
5-Chloro-2-methylpyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its chloro group at the C5 position exhibits high reactivity toward amines, thiols, and organometallic reagents, while the methyl substituent at C2 enhances regioselectivity and metabolic stability. The compound demonstrates excellent bench stability and compatibility with standard synthetic workflows, facilitating rapid diversification in API discovery programs.
Synthesis
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Route1
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In-stock
22536-67-0 -
75-16-1 - ~%
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In-stock
54198-89-9
References
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WO2013/119895 A1, ; Paragraph 00295 ;
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Route2
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693-98-1 -
116-16-5
- ~%
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In-stock
54198-89-9
References
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Busby, Reginald E.; Khan, Mohammad A.; Khan, Mohammad R.; Parrick, John; Shaw, C. J. Granville; Iqbal, Mohammad Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1427 - 1430
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Route3
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693-98-1
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In-stock
650-51-1 - ~%
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In-stock
54198-89-9
References
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Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 1427 - 1430
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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 1.43842
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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