2-Chloro-5-methoxypyridin-4-amine

Name: 2-Chloro-5-methoxypyridin-4-amine
Brand: ChemScene
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CAS No. 1227586-39-1
Cat. No. CS-0120297
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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

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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

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.

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

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Computational Chemistry Data

TPSA 48.14
LogP 1.3258
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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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