4-Chloro-N-methylpyrimidin-2-amine

CAS No. 22404-46-2
Cat. No. CS-0045784
Molecule weight143.57
Purity≥97%
MDL No.MFCD09834973

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4-Chloro-N-methylpyrimidin-2-amine|CS-0045784

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General Information

CAS No. 22404-46-2
Cat. No. CS-0045784
Purity ≥97%
MDL No. MFCD09834973
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆ClN₃
Molecular Weight 143.57
Synonym(s) 2-Pyrimidinamine, 4-chloro-N-methyl- (9CI)
SMILES ClC1=NC(=NC=C1)NC

Description

4-Chloro-N-methylpyrimidin-2-amine features a chlorinated pyrimidine core paired with a methylated amine group, delivering enhanced electron-withdrawing character and improved solubility in polar organic solvents. This combination enables efficient coupling in transition metal-catalyzed cross-coupling reactions, particularly in the synthesis of functionalized heterocycles for medicinal chemistry applications.

Application

4-Chloro-N-methylpyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloro group facilitates nucleophilic substitution reactions, while the N-methylpyrimidin-2-amine moiety provides a robust hydrogen-bonding and π-stacking framework. This compound exhibits excellent bench stability, tolerates diverse functional groups, and functions effectively in standard cross-coupling and amine alkylation protocols.

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 37.81
LogP 1.1717
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Chloro-N-methylpyrimidin-2-amine

CAS No. 22404-46-2

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