Lot numbers can be found on the outside label of a product:
Methyl 6-chloropicolinate
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CAS No. 6636-55-1
- Cat. No. CS-W002452
- Purity≥97%
- MDL No.MFCD00155391
*For research and further manufacturing use only, not for direct human use.
Structure of 6636-55-1
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General Information
- CAS No. 6636-55-1
- Cat. No. CS-W002452
- Purity ≥97%
- MDL No. MFCD00155391
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆ClNO₂
- Molecular Weight 171.58
- Synonym(s) methyl 6-chloro-pyridine-2-carboxylate
- SMILES COC(=O)c1cccc(n1)Cl
Description
Methyl 6-chloropicolinate is a bench-stable, moisture-tolerant heterocyclic ester featuring a chlorine substituent at the 6-position of the picolinic acid core. This electron-deficient scaffold integrates readily into synthetic sequences requiring directed functionalization, enabling efficient access to diverse nitrogen-containing architectures through palladium-catalyzed cross-coupling and nucleophilic substitution reactions.
Application
Methyl 6-chloropicolinate serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C-6 position of the picoline ring. Its electron-withdrawing chlorine substituent enhances reactivity in nucleophilic substitution and transition-metal-catalyzed coupling reactions. The methyl ester group provides a handle for selective transformations, including reduction to the alcohol or hydrolysis to the carboxylic acid. Bench-stable and compatible with standard purification methods, it functions effectively in the synthesis of heterocyclic scaffolds, agrochemical intermediates, and pharmaceutical candidates requiring pyridine-based core structures.
Synthesis
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Route1
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67-56-1 -
In-stock
4684-94-0 - ~99%
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In-stock
6636-55-1
References
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ELI LILLY AND COMPANY Patent: WO2004/26871 A1, 2004 ; Location in patent: Page 43 ; WO 2004/026871 A1
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Route2
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In-stock
30062-34-1 - ~62%
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In-stock
6636-55-1
References
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ASTRAZENECA AB Patent: WO2007/120098 A1, 2007 ; Location in patent: Page/Page column 73-74 ; WO 2007/120098 A1
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References
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Najiba, Douja; Carpentier, Jean-Francois; Castanet, Yves; Biot, Christophe; Brocard, Jacques; Mortreux, Andre Tetrahedron Letters, 1999 , vol. 40, # 19 p. 3719 - 3722
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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 1.5216
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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