Methyl 4-amino-6-chloronicotinate

Name: Methyl 4-amino-6-chloronicotinate
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CAS No. 1256785-40-6
Cat. No. CS-0044525
Molecule weight186.60
Purity≥98%
MDL No.MFCD18259038

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Methyl 4-amino-6-chloronicotinate|CS-0044525

Structure of 1256785-40-6

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General Information

CAS No. 1256785-40-6
Cat. No. CS-0044525
Purity ≥98%
MDL No. MFCD18259038
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂O₂
Molecular Weight 186.60
Synonym(s) methyl 4-amino-6-chloropyridine-3-carboxylate
SMILES O=C(C1=C(N)C=C(Cl)N=C1)OC

Description

Methyl 4-amino-6-chloronicotinate features a chlorine-substituted pyridine core with a strategically positioned amino group and methyl ester, enabling facile derivatization. This electron-deficient heterocycle integrates readily into synthetic sequences requiring nitrogen-rich scaffolds. The compound exhibits bench-stable handling characteristics and demonstrates compatibility with standard coupling protocols in medicinal chemistry applications.

Application

Methyl 4-amino-6-chloronicotinate serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted nicotinamide derivatives and heterocyclic scaffolds. Its amino and chloro groups offer orthogonal reactivity for sequential functionalization, while the methyl ester facilitates downstream transformations. The compound exhibits bench stability and is compatible with standard coupling and cyclization protocols, making it well-suited for iterative synthetic approaches in API development.

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-P305+P351+P338-P330-P362+P364-P403+P233-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-chloronicotinate

CAS No. 1256785-40-6

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