Lot numbers can be found on the outside label of a product:
Methyl2-chloro-6-methoxyisonicotinate
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CAS No. 42521-10-8
- Cat. No. CS-0172564
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 42521-10-8
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General Information
- CAS No. 42521-10-8
- Cat. No. CS-0172564
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈ClNO₃
- Molecular Weight 201.61
- Synonym(s) Methyl 2-chloro-6-methoxyisonicotinate
- SMILES COC1=CC(=CC(=N1)Cl)C(=O)OC
Description
Methyl 2-chloro-6-methoxyisonicotinate features a pyridine core bearing ortho-chloro and para-methoxy substituents, enabling precise electronic tuning for cross-coupling reactions. This bench-stable ester integrates readily into synthetic sequences requiring electron-deficient heteroaryl building blocks.
Application
Methyl 2-chloro-6-methoxyisonicotinate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. The ortho-chloro group facilitates palladium-catalyzed cross-coupling reactions, while the ester and methoxy functionalities offer orthogonal handles for further derivatization. Bench-stable and readily purified by flash chromatography, it functions reliably in standard synthetic workflows for API development and heterocycle functionalization.
Synthesis
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Route1
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In-stock
15855-06-8 -
74-88-4 - ~84%
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In-stock
42521-10-8
References
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AstraZeneca AB; NPS PHARMACEUTICALS, INC. Patent: US2007/259923 A1, 2007 ; Location in patent: Page/Page column 11 ; US 20070259923 A1
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Route2
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In-stock
42521-09-5 -
124-41-4
- ~79%
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In-stock
42521-10-8
References
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MERCK SHARP and DOHME CORP.; STAMFORD, Andrew, W.; GILBERT, Eric, J.; CUMMING, Jared, N. Patent: WO2012/138590 A1, 2012 ; Location in patent: Page/Page column 72 ; WO 2012/138590 A1
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Route3
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In-stock
42521-09-5
- ~93%
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In-stock
42521-10-8
References
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The Dow Chemical Company Patent: US4474602 A1, 1984 ;
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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 48.42
- LogP 1.5302
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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