5-Bromo-4-chloroquinazoline

Name: 5-Bromo-4-chloroquinazoline
Brand: ChemScene
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CAS No. 2148-38-1
Cat. No. CS-W006630
Molecule weight243.49
Purity≥95%
MDL No.MFCD09739114

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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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Structure of 2148-38-1

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General Information

CAS No. 2148-38-1
Cat. No. CS-W006630
Purity ≥95%
MDL No. MFCD09739114
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrClN₂
Molecular Weight 243.49
Synonym(s) UKRORGSYN-BB BBV-032907
SMILES ClC1=C2C(Br)=CC=CC2=NC=N1

Description

5-Bromo-4-chloroquinazoline is a halogenated quinazoline derivative featuring bromine at the 5-position and chlorine at the 4-position, enabling selective functionalization in medicinal chemistry. This electron-deficient scaffold integrates readily into kinase inhibitor scaffolds and serves as a key intermediate for bioactive heterocycles under standard conditions.

Application

5-Bromo-4-chloroquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized quinazoline scaffolds via palladium-catalyzed cross-coupling reactions. The orthogonal halogenation pattern allows selective substitution at either the 5-bromo or 4-chloro position, facilitating modular synthesis of biologically active compounds. Its bench-stable crystalline form and compatibility with standard coupling protocols make it well-suited for high-throughput library generation and process-scale applications.

Synthesis

Route1
- In-stock
  
  147006-47-1
- ~78%
- In-stock
  
  2148-38-1
References
- Gerecke, Max; Kyburz, Emilio; Borer, Rene; Gassner, Walter Heterocycles, 1994 , vol. 39, # 2 p. 693 - 722

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 3.0457
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Quinazoline compounds

Key Words

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5-Bromo-4-chloroquinazoline

CAS No. 2148-38-1

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