Methyl 4-amino-2-chloropyridine-3-carboxylate

Name: Methyl 4-amino-2-chloropyridine-3-carboxylate
Brand: ChemScene
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CAS No. 1018678-37-9
Cat. No. CS-0049060
Purity≥98%
MDL No.None

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Methyl 4-amino-2-chloropyridine-3-carboxylate|CS-0049060

Structure of 1018678-37-9

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General Information

CAS No. 1018678-37-9
Cat. No. CS-0049060
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-2-chloronicotinate
SMILES COC(=O)C1=C(N)C=CN=C1Cl

Description

Methyl 4-amino-2-chloropyridine-3-carboxylate features a pyridine core bearing amino, chloro, and ester functionalities, enabling direct integration into heterocyclic scaffolds. The electron-rich amino group facilitates nucleophilic coupling, while the ortho-chloro substituent supports palladium-catalyzed cross-coupling. This bench-stable intermediate streamlines synthesis of bioactive compounds in medicinal chemistry and agrochemical development.

Application

Methyl 4-amino-2-chloropyridine-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-based scaffolds. The ortho-chloro and amino groups facilitate sequential functionalization via palladium-catalyzed cross-coupling and electrophilic substitution, while the ester group supports selective reduction or derivatization. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step syntheses of bioactive heterocycles.

Synthesis

Route1
- 1018678-36-8
- ~87%
- In-stock
  
  1018678-37-9
References
- US2008/85887 A1, ; Page/Page column 18 ; US 20080085887 A1

Safety Information

Download SDS

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

Quality Control

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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

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Methyl 4-amino-2-chloropyridine-3-carboxylate

CAS No. 1018678-37-9

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