Lot numbers can be found on the outside label of a product:
Methyl 2-amino-6-chloropyridine-3-carboxylate
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CAS No. 849805-25-0
- Cat. No. CS-0037235
- Purity≥95%
- MDL No.MFCD17015967
*For research and further manufacturing use only, not for direct human use.
Structure of 849805-25-0
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General Information
- CAS No. 849805-25-0
- Cat. No. CS-0037235
- Purity ≥95%
- MDL No. MFCD17015967
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇ClN₂O₂
- Molecular Weight None
- Synonym(s) methyl 2-amino-6-chloro-pyridine-3-carboxylate
- SMILES COC(=O)C1=C(N)N=C(C=C1)Cl
Description
Methyl 2-amino-6-chloropyridine-3-carboxylate features a fused pyridine core with complementary amino and chloro substituents, enabling selective functionalization in heterocyclic synthesis. The ester group provides enhanced solubility and reactivity under standard conditions, while the electron-donating amino moiety directs electrophilic substitution. This compound serves as a key intermediate for bioactive molecules in medicinal chemistry and agrochemical development.
Application
Methyl 2-amino-6-chloropyridine-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through palladium-catalyzed cross-coupling and electrophilic substitution reactions. The ortho-amino and chloro groups provide complementary sites for sequential functionalization, while the ester moiety supports derivatization via hydrolysis or reduction. Its bench-stable nature and compatibility with standard reaction conditions facilitate reliable use in medicinal chemistry and process development workflows.
Synthesis
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Route1
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67-56-1 -
In-stock
58584-92-2 - ~70%
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In-stock
849805-25-0
References
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Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki Patent: US2009/82403 A1, 2009 ; Location in patent: Page/Page column 74 ;
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Route2
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In-stock
65515-28-8 - ~76%
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In-stock
849805-25-0
References
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Schering Corporation Patent: US2007/82913 A1, 2007 ; Location in patent: Page/Page column 36 ; US 20070082913 A1
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Route3
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In-stock
58584-92-2
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74-88-4
- ~52%
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In-stock
849805-25-0
References
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UNIVERSITA' DEGLI DI PARMA; UNIVERSITY OF MARYLAND, BALTIMORE; Schwarcz, Robert; Costantino, Gabriele; Amori, Laura Patent: US2013/289081 A1, 2013 ; Location in patent: Paragraph 0046 ;
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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 : P261-P264-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 65.21
- LogP 1.1038
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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