Lot numbers can be found on the outside label of a product:
methyl 2,6-dichloroisonicotinate
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CAS No. 42521-09-5
- Cat. No. CS-W002219
- Purity≥98%
- MDL No.MFCD00044409
*For research and further manufacturing use only, not for direct human use.
Structure of 42521-09-5
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General Information
- CAS No. 42521-09-5
- Cat. No. CS-W002219
- Purity ≥98%
- MDL No. MFCD00044409
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₅Cl₂NO₂
- Molecular Weight 206.03
- Synonym(s) None
- SMILES COC(=O)c1cc(Cl)nc(c1)Cl
Description
Methyl 2,6-dichloroisonicotinate is a bench-stable, electron-deficient heterocyclic ester featuring two chlorine substituents at the 2- and 6-positions of the pyridine ring. This configuration enhances reactivity in cross-coupling processes and facilitates incorporation into pharmaceutical intermediates. The methyl ester group enables straightforward derivatization under standard conditions.
Application
Methyl 2,6-dichloroisonicotinate serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its electron-deficient pyridine core enables efficient Suzuki-Miyaura and Buchwald-Hartwig couplings, while the ester functionality supports selective hydrolysis or derivatization. The ortho-dichloro substitution enhances reactivity in nucleophilic aromatic substitution and provides synthetic handles for further functionalization. Bench-stable and readily purified by flash chromatography, it functions reliably in multi-step syntheses of heterocyclic scaffolds and API intermediates.
Synthesis
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References
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Mello, Jesse V.; Finney, Nathaniel S. Journal of the American Chemical Society, 2005 , vol. 127, # 29 p. 10124 - 10125
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Route2
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In-stock
5398-44-7 - ~86%
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In-stock
42521-09-5
References
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The Dow Chemical Company Patent: US4474602 A1, 1984 ;
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Route3
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67-56-1 -
In-stock
5398-44-7
- ~85%
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In-stock
42521-09-5
References
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Zornik, Denise; Meudtner, Robert M.; Ela Malah, Tamer; Thiele, Christina M.; Hecht, Stefan Chemistry - A European Journal, 2011 , vol. 17, # 5 p. 1473 - 1484
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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 39.19
- LogP 2.175
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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