2-(Piperazin-1-yl)-4-(trifluoromethyl)pyrimidine

Name: 2-(Piperazin-1-yl)-4-(trifluoromethyl)pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 179756-91-3
Cat. No. CS-W012937
Molecule weight232.21
Purity≥98%
MDL No.MFCD00203912

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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+
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2-(Piperazin-1-yl)-4-(trifluoromethyl)pyrimidine|CS-W012937

Structure of 179756-91-3

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General Information

CAS No. 179756-91-3
Cat. No. CS-W012937
Purity ≥98%
MDL No. MFCD00203912
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁F₃N₄
Molecular Weight 232.21
Synonym(s) 2-Piperazin-Yl-4-(Trifluoromethyl)Pyrimidine
SMILES FC(F)(F)C1=CC=NC(=N1)N1CCNCC1

Description

This pyrimidine derivative features a piperazinyl group at the 2-position and a trifluoromethyl substituent at the 4-position, delivering enhanced solubility and metabolic stability. The electron-deficient pyrimidine core enables efficient coupling in transition-metal-catalyzed reactions, while the piperazine moiety provides a basic nitrogen for salt formation and hydrogen bonding. This combination supports its use in medicinal chemistry scaffolds and kinase inhibitor development.

Application

2-(Piperazin-1-yl)-4-(trifluoromethyl)pyrimidine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to kinase inhibitors and other bioactive scaffolds. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the piperazine moiety provides solubility and hydrogen-bonding capacity. The pyrimidine core facilitates robust coupling reactions and functionalization under standard conditions, offering excellent bench stability and compatibility with diverse synthetic workflows.

Synthesis

Route1
- 110-85-0
- In-stock
  
  33034-67-2
- ~56%
- In-stock
  
  179756-91-3
References
- Xue, Chu-Biao; Zheng, Changsheng; Feng, Hao; Xia, Michael; Glenn, Joseph; Cao, Ganfeng.; Metcalf, Brian W. Patent: US2006/4018 A1, 2006 ; Location in patent: Page/Page column 37 ; US 20060004018 A1

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 41.05
LogP 0.905
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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2-(Piperazin-1-yl)-4-(trifluoromethyl)pyrimidine

CAS No. 179756-91-3

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