4-Chloro-5-fluoroquinazoline

Name: 4-Chloro-5-fluoroquinazoline
Brand: ChemScene
Availability: InStock
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CAS No. 16499-60-8
Cat. No. CS-0042907
Purity≥95%
MDL No.MFCD08703154

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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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General Information

CAS No. 16499-60-8
Cat. No. CS-0042907
Purity ≥95%
MDL No. MFCD08703154
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClFN₂
Molecular Weight None
Synonym(s) Quinazoline,4-chloro-5-fluoro
SMILES FC1=C2C(Cl)=NC=NC2=CC=C1

Description

4-Chloro-5-fluoroquinazoline features a fused bicyclic core with complementary halogen substituents enabling precise functionalization. The electron-deficient quinazoline scaffold supports efficient coupling reactions, while the ortho-halogen arrangement enhances reactivity in transition metal-catalyzed transformations. This bench-stable heterocycle serves as a key intermediate in medicinal chemistry for kinase inhibitor development and advanced synthetic routes.

Application

4-Chloro-5-fluoroquinazoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 and C5 positions via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its dual halogenation pattern supports sequential derivatization, while the electron-deficient quinazoline core enhances reactivity in heterocyclic synthesis. Bench-stable and readily purified, it facilitates the construction of kinase inhibitor scaffolds and other bioactive heterocycles in scalable formats.

Synthesis

Route1
- In-stock
  
  436-72-6
- ~96%
- In-stock
  
  16499-60-8
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2005/26152 A1, 2005 ; Location in patent: Page/Page column 118 ; WO 2005/026152 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 2.4223
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Quinazoline compounds

Key Words

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4-Chloro-5-fluoroquinazoline

CAS No. 16499-60-8

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