8-Bromo-2-chloroquinazoline

Name: 8-Bromo-2-chloroquinazoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 956100-63-3
Cat. No. CS-D1660
Purity≥97%
MDL No.MFCD11043845

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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 956100-63-3

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General Information

CAS No. 956100-63-3
Cat. No. CS-D1660
Purity ≥97%
MDL No. MFCD11043845
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrClN₂
Molecular Weight 243.49
Synonym(s) None
SMILES ClC1=NC=C2C=CC=C(Br)C2=N1

Description

8-Bromo-2-chloroquinazoline is a halogenated quinazoline derivative featuring strategic substitution at the 8- and 2-positions, enabling precise tuning of electronic properties and reactivity. This scaffold serves as a key building block in medicinal chemistry, particularly for kinase inhibitors and bioactive heterocycles. The electron-deficient core facilitates efficient coupling reactions under mild conditions, while the bromine and chlorine substituents provide orthogonal handles for downstream functionalization. Stable under standard bench conditions, this compound integrates seamlessly into multistep synthesis workflows.

Application

8-Bromo-2-chloroquinazoline serves as a versatile building block for the synthesis of quinazoline-based pharmaceuticals and functional materials. The strategically positioned bromo and chloro substituents enable sequential cross-coupling reactions, facilitating diversification at both C8 and C2 positions. Its bench-stable solid form and compatibility with palladium-catalyzed transformations make it ideal for iterative medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  956100-62-2
- ~67%
- In-stock
  
  956100-63-3
References
- PFIZER PRODUCTS INC. Patent: WO2007/125405 A2, 2007 ; Location in patent: Page/Page column 25; 81-82 ; WO 2007/125405 A2

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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8-Bromo-2-chloroquinazoline

CAS No. 956100-63-3

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