2-Chloro-N-methylpyrimidin-4-amine

Name: 2-Chloro-N-methylpyrimidin-4-amine
Brand: ChemScene
Availability: InStock
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CAS No. 66131-68-8
Cat. No. CS-0045783
Purity≥97%
MDL No.MFCD09055368

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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-N-methylpyrimidin-4-amine|CS-0045783

Structure of 66131-68-8

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General Information

CAS No. 66131-68-8
Cat. No. CS-0045783
Purity ≥97%
MDL No. MFCD09055368
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆ClN₃
Molecular Weight 143.57
Synonym(s) 4-Pyrimidinamine, 2-chloro-N-methyl- (9CI)
SMILES CNC1=NC(Cl)=NC=C1

Description

2-Chloro-N-methylpyrimidin-4-amine features a reactive chlorine at the C2 position and a methylated nitrogen at the N1 site, enabling selective coupling in cross-coupling and nucleophilic substitution reactions. The electron-deficient pyrimidine ring enhances reactivity toward amines and thiols, while the N-methyl group improves solubility and stability under standard conditions.

Application

2-Chloro-N-methylpyrimidin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloro group facilitates nucleophilic substitution reactions with amines, thiols, and other heteroatom nucleophiles, while the N-methylpyrimidin-4-amine core provides a stable, bench-stable platform for further functionalization. Its compatibility with standard coupling protocols and predictable reactivity profile make it ideal for modular synthesis of kinase inhibitors and other bioactive compounds.

Synthesis

Route1
- 3934-20-1
- 74-89-5
- ~27%
- In-stock
  
  66131-68-8
References
- Industry-University Cooperation Foundation Sogang University Patent: US2010/261727 A1, 2010 ; Location in patent: Page/Page column 30 ;

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-H319
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

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2-Chloro-N-methylpyrimidin-4-amine

CAS No. 66131-68-8

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