Lot numbers can be found on the outside label of a product:
Methyl 6-chloro-5-iodonicotinate
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CAS No. 365413-29-2
- Cat. No. CS-0012611
- Purity≥98%
- MDL No.MFCD08276963
*For research and further manufacturing use only, not for direct human use.
Structure of 365413-29-2
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General Information
- CAS No. 365413-29-2
- Cat. No. CS-0012611
- Purity ≥98%
- MDL No. MFCD08276963
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₅ClINO₂
- Molecular Weight 297.48
- Synonym(s) Methyl 6-chloro-5-iodopyridine-3-carboxylate, 6-Chloro-5-iodo-3-(methoxycarbonyl)pyridine
- SMILES ClC1=C(I)C=C(C(OC)=O)C=N1
Description
Methyl 6-chloro-5-iodonicotinate is a halogenated pyridine carboxylate featuring orthogonal reactivity at the 5- and 6-positions. This bench-stable derivative enables direct coupling strategies in cross-coupling workflows, where the iodide serves as a high-efficiency handle for palladium-catalyzed transformations. The electron-deficient pyridine ring enhances regioselective functionalization under mild conditions.
Application
Methyl 6-chloro-5-iodonicotinate serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under palladium or nickel catalysis. The ortho-halogen substitution pattern facilitates selective functionalization, while the ester group provides stability and ease of purification. This compound functions effectively in Suzuki-Miyaura, Stille, and Negishi couplings, offering reliable access to substituted nicotinate scaffolds relevant to medicinal chemistry and agrochemical development.
Synthesis
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Route1
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In-stock
885950-46-9 - ~97%
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In-stock
365413-29-2
References
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Mulder, Jason A.; Frutos, Rogelio P.; Patel, Nitinchandra D.; Qu, Bo; Sun, Xiufeng; Tampone, Thomas G.; Gao, Joe; Sarvestani, Max; Eriksson, Magnus C.; Haddad, Nizar; Shen, Sherry; Song, Jinhua J.; Senanayake, Chris H. Organic Process Research and Development, 2013 , vol. 17, # 6 p. 940 - 945
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Route2
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In-stock
885950-46-9
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67-56-1 - ~90%
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In-stock
365413-29-2
References
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Dott, Pascal; Waldmeier, Pius Patent: US2012/101282 A1, 2012 ; Location in patent: Page/Page column 6 ;
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Route3
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67-56-1
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365413-19-0 - ~%
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In-stock
365413-29-2
References
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WO2012/52444 A1, ; Page/Page column 14 ;
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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
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Precautionary Statements : P261-P280-P304+P340
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Quality Control
Computational Chemistry Data
- TPSA 39.19
- LogP 2.1262
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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