5-Chloro-2,4-difluoropyrimidine

Name: 5-Chloro-2,4-difluoropyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 25151-07-9
Cat. No. CS-0157787
Purity≥98%
MDL No.MFCD04972716

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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-2,4-difluoropyrimidine|CS-0157787

Structure of 25151-07-9

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General Information

CAS No. 25151-07-9
Cat. No. CS-0157787
Purity ≥98%
MDL No. MFCD04972716
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄HClF₂N₂
Molecular Weight 150.51
Synonym(s) None
SMILES C1=C(C(=NC(=N1)F)F)Cl

Description

5-Chloro-2,4-difluoropyrimidine serves as a pivotal heterocyclic scaffold in medicinal chemistry, featuring strategically positioned halogens that enable direct functionalization via cross-coupling. The electron-deficient pyrimidine ring facilitates nucleophilic substitution, while the fluorine atoms enhance metabolic stability and membrane permeability. This compound integrates readily into bioactive molecules for kinase inhibitors and antiviral agents.

Application

5-Chloro-2,4-difluoropyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its electrophilic chlorine at the C5 position enables efficient Suzuki-Miyaura, Buchwald-Hartwig, and nucleophilic substitution reactions. The 2,4-difluoro substitution pattern enhances metabolic stability and modulates electronic properties, facilitating access to diverse heterocyclic scaffolds. Bench-stable and readily purified, it functions reliably in multi-step syntheses requiring high functional group tolerance.

Synthesis

Route1
- 697-83-6
- ~%
- In-stock
  
  25151-07-9
References
- Journal of the Chemical Society, Dalton Transactions, , # 3 p. 297 - 299

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 25.78
LogP 1.4082
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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5-Chloro-2,4-difluoropyrimidine

CAS No. 25151-07-9

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