2-Chloro-5-methoxypyridin-4-amine

CAS No. 1227586-39-1
Cat. No. CS-0120297
Purity≥97%
MDL No.None

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2-Chloro-5-methoxypyridin-4-amine|CS-0120297

Structure of 1227586-39-1

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Description

2-Chloro-5-methoxypyridin-4-amine features a pyridine core functionalized with chlorine at C2, methoxy at C5, and amino at C4, enabling direct coupling in cross-coupling reactions. The electron-deficient pyridine ring enhances reactivity in palladium-catalyzed transformations, while the methoxy group improves solubility and stability under standard conditions. This scaffold serves as a key intermediate for pharmaceuticals and agrochemicals requiring nitrogen-rich heterocycles.

Application

2-Chloro-5-methoxypyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds through palladium-catalyzed cross-coupling reactions. The chloro group facilitates Suzuki, Stille, and Buchwald–Hartwig couplings, while the amine and methoxy functionalities offer orthogonal reactivity for further functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis workflows in API development.

General Information

CAS No. 1227586-39-1
Cat. No. CS-0120297
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂O
Molecular Weight 158.59
Synonym(s) 2-Chloro-5-methoxy-4-pyridinamine
SMILES NC1=CC(Cl)=NC=C1OC

Computational Chemistry Data

TPSA 48.14
LogP 1.3258
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-5-methoxypyridin-4-amine

CAS No. 1227586-39-1

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