5-Chloro-4-methylpyridin-3-amine

CAS No. 890092-47-4
Cat. No. CS-0070538
Purity≥97%
MDL No.None

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5-Chloro-4-methylpyridin-3-amine|CS-0070538

Structure of 890092-47-4

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General Information

CAS No. 890092-47-4
Cat. No. CS-0070538
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇ClN₂
Molecular Weight 142.59
Synonym(s) IFLAB-BB F1957-0025
SMILES NC1=C(C)C(Cl)=CN=C1

Description

5-Chloro-4-methylpyridin-3-amine features a pyridine core functionalized with a chlorine atom at the 5-position and a methyl group at the 4-position, creating a sterically accessible site for nucleophilic substitution. The electron-deficient heterocycle pairs effectively with amine functionality to enable direct coupling in cross-coupling reactions. This bench-stable compound integrates readily into synthetic pathways requiring halogenated nitrogen heterocycles.

Application

5-Chloro-4-methylpyridin-3-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 provides reliable electrophilic reactivity for Suzuki, Stille, and Buchwald–Hartwig transformations, while the pyridin-3-amine functionality offers a handle for further derivatization. Bench-stable and readily purified, it functions effectively in multi-step syntheses requiring functional group tolerance and predictable regiochemistry.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 38.91
LogP 1.62562
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Chloro-4-methylpyridin-3-amine

CAS No. 890092-47-4

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