Lot numbers can be found on the outside label of a product:
2-Chloro-4-methylnicotinonitrile
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CAS No. 65169-38-2
- Cat. No. CS-0043657
- Purity≥97%
- MDL No.MFCD07082888
*For research and further manufacturing use only, not for direct human use.
Structure of 65169-38-2
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General Information
- CAS No. 65169-38-2
- Cat. No. CS-0043657
- Purity ≥97%
- MDL No. MFCD07082888
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₅ClN₂
- Molecular Weight 152.58
- Synonym(s) 3-Pyridinecarbonitrile, 2-chloro-4-methyl-
- SMILES N#CC1=C(C)C=CN=C1Cl
Description
2-Chloro-4-methylnicotinonitrile features a sterically accessible nitrile group flanked by a chlorine substituent and a methyl moiety on the pyridine ring, enabling direct functionalization in late-stage diversification. This electron-deficient scaffold integrates readily into synthetic intermediates for pharmaceuticals and agrochemicals under standard conditions.
Application
2-Chloro-4-methylnicotinonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds via cross-coupling and nucleophilic substitution reactions. Its ortho-chloro and cyano groups provide complementary reactivity for late-stage functionalization, while the methyl group enhances metabolic stability. Bench-stable and amenable to purification by recrystallization or chromatography, it facilitates scalable synthesis of bioactive heterocycles.
Synthesis
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Route1
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In-stock
93271-59-1 - ~95%
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In-stock
65169-38-2
References
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Gupton, Bernard Franklin Patent: US2002/52507 A1, 2002 ;
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Route2
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In-stock
875-35-4 - ~87%
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In-stock
65169-38-2
References
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Kiselev, Evgeny; Agama, Keli; Pommier, Yves; Cushman, Mark Journal of Medicinal Chemistry, 2012 , vol. 55, # 4 p. 1682 - 1697
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Route3
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In-stock
13166-10-4 - ~%
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In-stock
65169-38-2
References
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Organic Letters, , vol. 15, # 20 p. 5298 - 5301
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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 36.68
- LogP 1.9151
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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