2-Chloro-5-ethynylpyrimidine

Name: 2-Chloro-5-ethynylpyrimidine
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CAS No. 1196156-89-4
Cat. No. CS-0199532
Molecule weight138.55
Purity≥98%
MDL No.MFCD13189782

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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. 1196156-89-4
Cat. No. CS-0199532
Purity ≥98%
MDL No. MFCD13189782
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClN₂
Molecular Weight 138.55
Synonym(s) None
SMILES C#CC1=CN=C(Cl)N=C1

Description

2-Chloro-5-ethynylpyrimidine features a reactive alkyne group positioned para to a chloropyrimidine scaffold, enabling efficient coupling in transition-metal-catalyzed transformations. This configuration supports rapid integration into complex heterocyclic architectures under mild conditions, offering high functional group tolerance and stability during synthetic sequences.

Application

2-Chloro-5-ethynylpyrimidine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive ethynyl and chloropyrimidine functionalities. Its stability under standard reaction conditions facilitates efficient synthesis of substituted pyrimidines, commonly found in kinase inhibitors and antiviral agents. The molecule functions effectively in Sonogashira coupling protocols, offering high yields and excellent functional group tolerance.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 1.1113
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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2-Chloro-5-ethynylpyrimidine

CAS No. 1196156-89-4

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