2-Amino-5-chloropyrimidine

Name: 2-Amino-5-chloropyrimidine
Brand: ChemScene
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CAS No. 5428-89-7
Cat. No. CS-W013442
Purity≥97%
MDL No.MFCD00014604

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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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General Information

CAS No. 5428-89-7
Cat. No. CS-W013442
Purity ≥97%
MDL No. MFCD00014604
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄ClN₃
Molecular Weight 129.55
Synonym(s) 5-chlorpyrimidin-2-amin; 2-Amino-5-chloropyrimidine
SMILES C1=C(C=NC(=N1)N)Cl

Description

2-Amino-5-chloropyrimidine is a bench-stable heterocyclic building block featuring a chlorine atom at the 5-position and an amino group at the 2-position. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into pharmaceutical intermediates, agrochemical scaffolds, and advanced materials.

Application

2-Amino-5-chloropyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of pyrimidine-based scaffolds. Its amino and chloro substituents provide orthogonal reactivity for nucleophilic substitution, Suzuki-Miyaura coupling, and amide formation. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns and scale-up applications.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P330-P405-P501

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Computational Chemistry Data

TPSA 51.8
LogP 0.7122
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Amino-5-chloropyrimidine

CAS No. 5428-89-7

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