2,4-Dichloro-7-fluoroquinazoline

Name: 2,4-Dichloro-7-fluoroquinazoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 174566-15-5
Cat. No. CS-0018969
Purity≥96%
MDL No.MFCD09954885

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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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2,4-Dichloro-7-fluoroquinazoline|CS-0018969

Structure of 174566-15-5

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General Information

CAS No. 174566-15-5
Cat. No. CS-0018969
Purity ≥96%
MDL No. MFCD09954885
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₃Cl₂FN₂
Molecular Weight 217.03
Synonym(s) 7-Fluoro-2,4-dichloroquinazoline
SMILES FC1=CC2=NC(Cl)=NC(Cl)=C2C=C1

Description

2,4-Dichloro-7-fluoroquinazoline serves as a pivotal building block in the synthesis of kinase inhibitors and bioactive heterocycles. The molecule features a fluorinated quinazoline core with strategically positioned chlorine substituents that enhance electrophilicity and facilitate downstream coupling reactions under standard conditions. This configuration enables efficient integration into pharmaceutical scaffolds requiring electron-deficient aromatic systems.

Application

2,4-Dichloro-7-fluoroquinazoline serves as a versatile building block for the synthesis of kinase inhibitors and other bioactive heterocycles. Its reactivity profile enables selective nucleophilic substitution at C-2 or C-4, facilitating rapid diversification through coupling with amines, thiols, and other nucleophiles. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for scalable medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  76088-98-7
- ~75%
- In-stock
  
  174566-15-5
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2005/49033 A1, 2005 ; Location in patent: Page/Page column 113 ; WO 2005/049033 A1
Route2
- 32315-10-9
- In-stock
  
  80517-22-2
- ~89%
- In-stock
  
  174566-15-5
References
- Li, Zhenhua; Wu, Danli; Zhong, Weihui Heterocycles, 2012 , vol. 85, # 6 p. 1417 - 1426

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 3.0757
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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2,4-Dichloro-7-fluoroquinazoline

CAS No. 174566-15-5

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