Lot numbers can be found on the outside label of a product:
3-Chloro-4-iodopyridin-2-amine
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CAS No. 1152617-24-7
- Cat. No. CS-0035899
- Purity≥97%
- MDL No.MFCD22627829
*For research and further manufacturing use only, not for direct human use.
Structure of 1152617-24-7
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General Information
- CAS No. 1152617-24-7
- Cat. No. CS-0035899
- Purity ≥97%
- MDL No. MFCD22627829
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₄ClIN₂
- Molecular Weight 254.46
- Synonym(s) 3-Chloro-4-iodo-2-pyridinamine
- SMILES NC1=NC=CC(I)=C1Cl
Description
3-Chloro-4-iodopyridin-2-amine features a halogenated pyridine core with complementary chlorine and iodine substituents at adjacent positions, enabling efficient cross-coupling transformations. This electron-deficient heterocycle integrates readily into complex scaffolds, offering enhanced reactivity in palladium-catalyzed processes. The amine group provides a handle for derivatization, supporting modular synthesis of bioactive compounds.
Application
3-Chloro-4-iodopyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The chloro group facilitates nucleophilic substitution, while the iodo moiety supports efficient coupling with boronic acids, amines, and other nucleophiles. Its bench-stable nature and orthogonal functionalization profile make it ideal for constructing complex heterocyclic scaffolds in API development.
Synthesis
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Route1
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In-stock
889865-45-6 - ~51%
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In-stock
1152617-24-7
References
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ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC.; ADDEX PHARMA S.A. Patent: WO2009/62676 A2, 2009 ; Location in patent: Page/Page column 53 ; WO 2009/062676 A2
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References
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Trabanco, Andres A.; Tresadern, Gary; MacDonald, Gregor J.; Vega, Juan Antonio; De Lucas, Ana Isabel; Matesanz, Encarnacion; Garcia, Aranzazu; Linares, Maria Lourdes; Alonso De Diego, Sergio A.; Alonso, Jose Manuel; Oehlrich, Daniel; Ahnaou, Abdelah; Drinkenburg, Wilhelmus; MacKie, Claire; Andres, Jose Ignacio; Lavreysen, Hilde; Cid, Jose Maria Journal of Medicinal Chemistry, 2012 , vol. 55, # 6 p. 2688 - 2701
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Route3
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In-stock
2402-77-9 - ~%
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In-stock
1152617-24-7
References
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Marie, Emilie; Boucle, Sebastien; Enguehard-Gueiffier, Cecile; Gueiffier, Alain Molecules, 2012 , vol. 17, # 9 p. 10683 - 10707,25 Title/Abstract Full Text Show Details Marie, Emilie; Boucle, Sebastien; Enguehard-Gueiffier, Cecile; Gueiffier, Alain Molecules, 2012 , vol. 17, # 9 p. 10683 - 10707
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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 38.91
- LogP 1.9218
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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