Lot numbers can be found on the outside label of a product:
2-Chloro-5-methylpyrimidine
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CAS No. 22536-61-4
- Cat. No. CS-D0889
- Purity≥98%
- MDL No.MFCD09260903
*For research and further manufacturing use only, not for direct human use.
Structure of 22536-61-4
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General Information
- CAS No. 22536-61-4
- Cat. No. CS-D0889
- Purity ≥98%
- MDL No. MFCD09260903
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₅ClN₂
- Molecular Weight 128.56
- Synonym(s) Pyrimidine, 2-chloro-5-methyl- (8CI,9CI)
- SMILES ClC1=NC=C(C)C=N1
Description
2-Chloro-5-methylpyrimidine is a bench-stable heterocyclic building block featuring a chlorinated pyrimidine core with a methyl group at the 5-position. This electron-deficient scaffold enables efficient coupling reactions, particularly in palladium-catalyzed cross-couplings, where the chlorine serves as an excellent leaving group. The methyl substituent enhances solubility and modulates reactivity, facilitating incorporation into pharmaceutical intermediates and functional materials.
Application
2-Chloro-5-methylpyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its chloro group exhibits high reactivity toward nucleophiles under mild conditions, while the methyl substituent enhances solubility and modulates electronic properties. The compound demonstrates excellent bench stability and compatibility with diverse functional groups, facilitating straightforward purification and integration into complex molecular architectures.
Synthesis
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Route1
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In-stock
1780-31-0 - ~75%
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In-stock
22536-61-4
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 224 ;
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Route2
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75-24-1 -
In-stock
32779-36-5 - ~81%
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In-stock
22536-61-4
References
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Lu, Qingbo; Mangalagiu, Lonel; Benneche, Tore; Undheim, Kjell Acta Chemica Scandinavica, 1997 , vol. 51, # 3 p. 302 - 306
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References
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Chemische Berichte, , vol. 38, p. 3397
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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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