4,6-Dichloro-2-fluoropyrimidine

Name: 4,6-Dichloro-2-fluoropyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 3824-45-1
Cat. No. CS-0157330
Purity≥95%
MDL No.MFCD27939250

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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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4,6-Dichloro-2-fluoropyrimidine|CS-0157330

Structure of 3824-45-1

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General Information

CAS No. 3824-45-1
Cat. No. CS-0157330
Purity ≥95%
MDL No. MFCD27939250
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄HCl₂FN₂
Molecular Weight 166.97
Synonym(s) 2-fluoro-4,6-dichloropyrimidine
SMILES C1=C(Cl)N=C(F)N=C1Cl

Description

4,6-Dichloro-2-fluoropyrimidine serves as a pivotal heterocyclic scaffold in medicinal chemistry, offering enhanced reactivity at the C4 and C6 positions due to orthogonal halogenation. The fluorine atom at C2 imparts electron-withdrawing character, facilitating nucleophilic substitution under mild conditions. This compound integrates efficiently into kinase inhibitors, antiviral agents, and agrochemicals, where its halogenated framework enables precise functionalization and metabolic stability.

Application

4,6-Dichloro-2-fluoropyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds through nucleophilic substitution. Its orthogonal reactivity allows sequential functionalization at C4 and C6 positions, while the 2-fluoro group enhances electrophilicity for regioselective coupling. The compound exhibits excellent bench stability and compatibility with standard reaction conditions, facilitating straightforward purification and integration into API development workflows.

Synthesis

Route1
- 56-05-3
- ~80%
- In-stock
  
  3824-45-1
References
- Yoneda; Fukuhara Tetrahedron, 1996 , vol. 52, # 1 p. 23 - 36
Route2
- In-stock
  
  3764-01-0
- ~0%
- 3833-57-6
- In-stock
  
  3824-45-1
- In-stock
  
  696-82-2
References
- Hitzke,J. Journal of Fluorine Chemistry, 1981 , vol. 17, p. 385 - 402

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

Quality Control

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Computational Chemistry Data

TPSA 25.78
LogP 1.9225
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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4,6-Dichloro-2-fluoropyrimidine

CAS No. 3824-45-1

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