Lot numbers can be found on the outside label of a product:
2-Chloro-5-iodo-3-nitropyridine
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CAS No. 426463-05-0
- Cat. No. CS-W020533
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 426463-05-0
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General Information
- CAS No. 426463-05-0
- Cat. No. CS-W020533
- Purity ≥95%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₂ClIN₂O₂
- Molecular Weight 284.44
- Synonym(s) 2-chloro-5-iodo-3-nitro-Pyridine
- SMILES O=[N+](C1=CC(I)=CN=C1Cl)[O-]
Description
2-Chloro-5-iodo-3-nitropyridine features a trifunctional pyridine core with orthogonal reactivity, enabling sequential cross-coupling in late-stage diversification. The electron-deficient ring facilitates palladium-catalyzed transformations, while the chloro and iodo groups offer complementary handling under standard conditions. This scaffold integrates readily into complex molecular architectures.
Application
2-Chloro-5-iodo-3-nitropyridine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The chloro group facilitates nucleophilic substitution under mild conditions, while the iodo moiety supports efficient Suzuki, Stille, or Negishi couplings. Its nitro group provides a handle for reduction to an amino functionality, enabling access to diverse pyridyl scaffolds. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step synthetic sequences.
Synthesis
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Route1
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In-stock
25391-59-7 - ~85%
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In-stock
426463-05-0
References
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Zhang, Nanjing; Tomizawa, Motohiro; Casida, John E. Bioorganic & Medicinal Chemistry Letters, 2003 , vol. 13, # 3 p. 525 - 528
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Route2
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In-stock
25391-57-5 - ~43%
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In-stock
426463-05-0
References
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ORION CORPORATION; LINNANEN, Tero; WOHLFAHRT, Gerd; NANDURI, Srinivas; UJJINAMATADA, Ravi; RAJAGOPALAN, Srinivasan; MUKHERJEE, Subhendu Patent: WO2013/53983 A1, 2013 ; Location in patent: Page/Page column 37 ;
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Route3
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In-stock
6332-56-5 - ~%
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In-stock
426463-05-0
References
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Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D. Patent: US2014/94456 A1, 2014 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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UN#: 1759
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H302-H315-H318-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 56.03
- LogP 2.2478
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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