Lot numbers can be found on the outside label of a product:
Methyl 2-chloro-6-methoxynicotinate
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CAS No. 95652-77-0
- Cat. No. CS-0040125
- Purity≥97%
- MDL No.MFCD08275100
*For research and further manufacturing use only, not for direct human use.
Structure of 95652-77-0
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General Information
- CAS No. 95652-77-0
- Cat. No. CS-0040125
- Purity ≥97%
- MDL No. MFCD08275100
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈ClNO₃
- Molecular Weight None
- Synonym(s) None
- SMILES O=C(C1=CC=C(OC)N=C1Cl)OC
Description
Methyl 2-chloro-6-methoxynicotinate is a bench-stable, electron-deficient heterocyclic ester featuring a chloro group at C-2 and a methoxy substituent at C-6. This configuration enables selective coupling reactions in synthetic organic chemistry, particularly in the construction of functionalized pyridine derivatives for medicinal chemistry applications.
Application
Methyl 2-chloro-6-methoxynicotinate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted nicotinates and pyridine derivatives. Its chlorine and methoxy groups provide orthogonal reactivity for palladium-catalyzed cross-coupling and nucleophilic substitution, respectively. The methyl ester facilitates downstream transformations, including hydrolysis or reduction. Bench-stable and readily purified by flash chromatography, it functions reliably in medicinal chemistry campaigns and process development workflows.
Synthesis
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Route1
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74-88-4 - ~0%
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853109-24-7 -
In-stock
95652-77-0
References
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ARRAY BIOPHARMA INC.; ASTRAZENECA AB Patent: WO2007/44084 A2, 2007 ; Location in patent: Page/Page column 76; 77 ; WO 2007/044084 A2
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Route2
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95652-76-9
- ~85%
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In-stock
95652-77-0
References
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Dainter, Ronald S.; Suschitzky, Hans; Wakefield, Basil J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 227 - 234
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Route3
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In-stock
503000-87-1 -
18107-18-1
- ~72%
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In-stock
95652-77-0
References
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Just-Baringo, Xavier; Albericio, Fernando; Alvarez, Mercedes European Journal of Organic Chemistry, 2013 , # 28 p. 6404 - 6419
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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 : H315-H319-H335
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Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-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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