Lot numbers can be found on the outside label of a product:
6-Chloro-4-iodopyridin-3-amine
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CAS No. 351227-42-4
- Cat. No. CS-0041406
- Purity≥98%
- MDL No.MFCD11520341
*For research and further manufacturing use only, not for direct human use.
Structure of 351227-42-4
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General Information
- CAS No. 351227-42-4
- Cat. No. CS-0041406
- Purity ≥98%
- MDL No. MFCD11520341
- 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-Pyridinamine, 6-chloro-4-iodo-
- SMILES NC1=CN=C(Cl)C=C1I
Description
6-Chloro-4-iodopyridin-3-amine features a pyridine core functionalized with chlorine and iodine at the 6- and 4-positions, respectively, enabling efficient cross-coupling transformations. The amino group at C3 provides a reactive handle for derivatization, while the electron-withdrawing halogens enhance electrophilicity for palladium-catalyzed reactions. This scaffold demonstrates robust stability under standard conditions and is well-suited for constructing complex heterocyclic architectures in medicinal chemistry and materials science applications.
Application
6-Chloro-4-iodopyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The iodine group facilitates efficient Suzuki, Stille, and Negishi couplings, while the chloro substituent offers orthogonal reactivity for sequential functionalization. Its amine functionality enables direct derivatization or incorporation into heterocyclic scaffolds. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis workflows in API development.
Synthesis
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Route1
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In-stock
400777-00-6 - ~90%
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In-stock
351227-42-4
References
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US2009/253736 A1, ; Page/Page column 29 ;
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Route2
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In-stock
5350-93-6 - ~%
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In-stock
351227-42-4
References
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Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 9 p. 1233 - 1236
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Route3
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In-stock
171178-45-3 - ~%
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In-stock
351227-42-4
References
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Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 9 p. 1233 - 1236
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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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