Lot numbers can be found on the outside label of a product:
6-Chloro-3-nitropyridin-2-ylamine
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CAS No. 27048-04-0
- Cat. No. CS-D1504
- Purity≥98%
- MDL No.MFCD00044350
*For research and further manufacturing use only, not for direct human use.
Structure of 27048-04-0
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General Information
- CAS No. 27048-04-0
- Cat. No. CS-D1504
- Purity ≥98%
- MDL No. MFCD00044350
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₄ClN₃O₂
- Molecular Weight None
- Synonym(s) 2-Amino-3-nitro-6-chloropyridine; 2-Amino-6-chloro-3-nitropyridine; 6-Amino-2-chloro-5-nitropyridine; 6-Chloro-3-nitro-2-pyridinamine; 6-Chloro-3-nitro-2-pyridylamine
- SMILES NC1=NC(Cl)=CC=C1[N+]([O-])=O
Description
6-Chloro-3-nitropyridin-2-ylamine features a nitro group at C3 and a chloro substituent at C6 on a pyridine scaffold, enabling strategic functionalization in medicinal chemistry. The amine moiety provides a handle for coupling reactions, while the electron-deficient ring enhances reactivity in cross-coupling processes. This compound serves as a key intermediate in synthesizing bioactive heterocycles under standard conditions.
Application
6-Chloro-3-nitropyridin-2-ylamine serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyridine scaffolds. The molecule combines a nucleophilic amine, an electrophilic chlorine, and a readily reducible nitro group, facilitating sequential transformations via Suzuki-Miyaura coupling, nucleophilic substitution, or catalytic hydrogenation. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis of targeted heterocyclic compounds.
Synthesis
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Route1
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In-stock
16013-85-7 - ~88%
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In-stock
27048-04-0
References
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ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2009/27732 A1, 2009 ; Location in patent: Page/Page column 69-70 ; WO 2009/027732 A1
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References
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UNIVERSITY OF SASKATCHEWAN Patent: WO2007/45096 A1, 2007 ; Location in patent: Page/Page column 39; 75 ;
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Route3
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In-stock
211555-30-5 - ~%
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In-stock
27048-04-0
References
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UNIVERSITY OF MASSACHUSETTS MEDICAL SCHOOL Patent: US2008/125358 A1, 2008 ; Location in patent: Page/Page column 18 ;
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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 : H315-H319-H335
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Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 82.05
- LogP 1.2254
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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