5-Chloro-4-methylpyrimidin-2-amine

Name: 5-Chloro-4-methylpyrimidin-2-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 40439-76-7
Cat. No. CS-0045818
Purity≥97%
MDL No.MFCD16877745

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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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5-Chloro-4-methylpyrimidin-2-amine|CS-0045818

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General Information

CAS No. 40439-76-7
Cat. No. CS-0045818
Purity ≥97%
MDL No. MFCD16877745
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆ClN₃
Molecular Weight 143.57
Synonym(s) 5-Chloro-4-methyl-pyrimidin-2-ylamine
SMILES NC1=NC=C(Cl)C(C)=N1

Description

5-Chloro-4-methylpyrimidin-2-amine serves as a key heterocyclic scaffold in medicinal chemistry, featuring a chlorinated pyrimidine core with a methyl group at C4 and an amino function at C2. This combination delivers enhanced metabolic stability and favorable electronic properties, enabling efficient coupling in cross-coupling reactions and facilitating the synthesis of kinase inhibitors and antiviral agents.

Application

5-Chloro-4-methylpyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its ortho-chloro and amino groups facilitate palladium-catalyzed cross-coupling reactions and nucleophilic substitution, while the methyl group enhances metabolic stability. The compound exhibits excellent bench stability and ease of purification, making it well-suited for scalable synthesis and API development workflows.

Synthesis

Route1
- In-stock
  
  108-52-1
- ~%
- In-stock
  
  40439-76-7
References
- Sharp and Dohme Inc. Patent: US2609372 , 1950 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 51.8
LogP 1.02062
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

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5-Chloro-4-methylpyrimidin-2-amine

CAS No. 40439-76-7

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