Lot numbers can be found on the outside label of a product:
Methyl 2-chloroquinoline-6-carboxylate
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CAS No. 849807-09-6
- Cat. No. CS-W006643
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 849807-09-6
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General Information
- CAS No. 849807-09-6
- Cat. No. CS-W006643
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₈ClNO₂
- Molecular Weight 221.64
- Synonym(s) None
- SMILES O=C(C2=CC1=CC=C(Cl)N=C1C=C2)OC
Description
Methyl 2-chloroquinoline-6-carboxylate features a chlorinated quinoline core with a strategically positioned ester group, enabling direct incorporation into heterocyclic synthesis. The electron-deficient quinoline ring facilitates nucleophilic substitution, while the methyl ester serves as a handle for further functionalization. This compound exhibits robust stability under standard bench conditions and demonstrates compatibility with diverse reaction environments in medicinal chemistry and materials science applications.
Application
Methyl 2-chloroquinoline-6-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient construction of quinoline-based scaffolds. The chloro group at the 2-position facilitates nucleophilic substitution, while the ester functionality supports selective transformations under standard conditions. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions make it well-suited for iterative synthesis of complex heterocyclic systems.
Synthesis
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Route1
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358368-09-9 - ~30%
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In-stock
849807-09-6
References
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van Duzer, John H.; Mazitschek, Ralph Patent: US2014/128391 A1, 2014 ; Location in patent: Paragraph 0188; 0191; 0192; 0282; 0285; 0286 ;
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Route2
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68882-86-0 - ~98%
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In-stock
849807-09-6
References
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Abe, Hideki; Sato, Akimi; Tokishita, Shin-Ichi; Ohta, Toshihiro; Ito, Hisanaka Heterocycles, 2011 , vol. 83, # 7 p. 1649 - 1658
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Route3
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In-stock
38896-30-9 - ~%
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In-stock
849807-09-6
References
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Heterocycles, , vol. 83, # 7 p. 1649 - 1658
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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 2.6748
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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