4,6-Dichloro-5-fluoropyrimidine

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

CAS No. 213265-83-9
Cat. No. CS-W007992
Purity≥97%
MDL No.MFCD08056331

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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+
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4,6-Dichloro-5-fluoropyrimidine|CS-W007992

Structure of 213265-83-9

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General Information

CAS No. 213265-83-9
Cat. No. CS-W007992
Purity ≥97%
MDL No. MFCD08056331
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) pyrimidine, 4,6-dichloro-5-fluoro-
SMILES ClC1=NC=NC(=C1F)Cl

Description

4,6-Dichloro-5-fluoropyrimidine serves as a pivotal building block in medicinal chemistry, featuring two chlorine atoms and a fluorine substituent positioned for orthogonal reactivity. This electron-deficient heterocycle enables selective functionalization in late-stage diversification, particularly in kinase inhibitor scaffolds. The trifunctional substitution pattern enhances regioselective coupling under mild conditions, facilitating access to complex pyrimidine derivatives with improved metabolic stability.

Application

4,6-Dichloro-5-fluoropyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via nucleophilic substitution. Its orthogonal reactivity profile—wherein the 4- and 6-chloro positions undergo selective displacement under mild conditions—facilitates rapid diversification. The molecule exhibits excellent bench stability, ease of purification, and broad functional group tolerance, making it well-suited for modular synthesis workflows in API development and high-throughput screening campaigns.

Synthesis

Route1
- In-stock
  
  106615-61-6
- ~96%
- In-stock
  
  213265-83-9
References
- ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; LEHMANN, Juerg; CHEN, Weichao; EDWARDS, Jeffrey; MARQUEZ, Glen; MORGAN, Michael E.; SADEQUE, Abu J.M. Patent: WO2012/40279 A1, 2012 ; Location in patent: Page/Page column 86 ; WO 2012/040279 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 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-5-fluoropyrimidine

CAS No. 213265-83-9

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