Methyl 4-amino-6-chloropyridine-2-carboxylate

Name: Methyl 4-amino-6-chloropyridine-2-carboxylate
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CAS No. 1235475-17-8
Cat. No. CS-0049058
Molecule weight186.60
Purity≥98%
MDL No.None

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Methyl 4-amino-6-chloropyridine-2-carboxylate|CS-0049058

Structure of 1235475-17-8

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General Information

CAS No. 1235475-17-8
Cat. No. CS-0049058
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂O₂
Molecular Weight 186.60
Synonym(s) methyl 4-amino-6-chloropicolinate
SMILES COC(=O)C1=CC(N)=CC(Cl)=N1

Description

Methyl 4-amino-6-chloropyridine-2-carboxylate features a pyridine core bearing amino and chloro substituents at C4 and C6, respectively, with a methyl ester group at C2. This electron-rich scaffold integrates readily into heterocyclic syntheses, offering high reactivity in coupling and cyclization reactions under standard conditions. The molecule exhibits excellent bench stability and solubility in common organic solvents, facilitating use in medicinal chemistry and process development workflows.

Application

Methyl 4-amino-6-chloropyridine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through standard coupling and functional group transformation protocols. The molecule combines a nucleophilic amine, an electrophilic chloro substituent, and a readily manipulable ester group, offering orthogonal reactivity for sequential derivatization. Its bench-stable nature and compatibility with palladium-catalyzed cross-couplings facilitate the construction of complex pharmaceutical intermediates and agrochemical motifs.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 65.21
LogP 1.1038
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 4-amino-6-chloropyridine-2-carboxylate

CAS No. 1235475-17-8

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