6-Bromo-4-chloroquinazoline(CAS#38267-96-8)
Introduction
6-Bromo-4-choroquinazoline is an organic compound with the chemical formula C9H4BrClN2. It is a white to pale yellow crystalline solid.
The following is a description of the nature, use, preparation and safety information of 6-Bromo-4-choloquinazoline:
Nature:
-Appearance: White to pale yellow crystalline solid
-melting point: about 150-152 ℃
-Boiling point: about 315 ℃
-Solubility: 6-Bromo-4-chloroquinazoline is soluble in common organic solvents such as ethanol, methanol and dichloromethane.
Use:
- 6-Bromo-4-chloroquinazoline is an important organic synthesis intermediate, which is widely used in the field of drug synthesis and pesticide synthesis.
-It is often used to construct compounds containing quinazoline skeleton, such as anti-tumor drugs, antiviral drugs and pesticides.
Preparation Method:
There are many ways to prepare 6-Bromo-4-chloroquinazoline. The common methods include the following steps:
1. Taking phenyl amino ketone as raw material, chlorine and bromine are introduced by chlorination and bromination reaction.
2. The compound obtained in step 1 is reacted with pyrazinol in dichloromethane in an appropriate solvent to produce the target compound.
Safety Information:
- 6-Bromo-4-chloroquinazoline is an organic compound and must be used and operated in accordance with relevant laboratory safety procedures.
-It may be toxic and harmful to the environment, so take appropriate measures when handling and disposing of waste.
- 6-Bromo-4-chloroquinazoline is an irritant and should be rinsed immediately with plenty of water when in contact with skin and eyes. If necessary, consult the relevant safety data sheets and operating instructions.
Application
6-Bromo-4-chloroquinazoline (CAS 38267-96-8) is a high-purity, dihalogenated quinazoline derivative featuring a bromine at the 6-position and a chlorine at the 4-position. This heterocyclic building block is a key intermediate in medicinal chemistry and drug discovery. The chlorine at C4 undergoes selective nucleophilic aromatic substitution, while the bromine at C6 enables palladium-catalyzed cross-coupling reactions (Suzuki, Buchwald-Hartwig, Sonogashira), allowing sequential or orthogonal functionalization to construct diverse 4-substituted and 6-substituted quinazoline libraries. This scaffold is widely used in the synthesis of potent tyrosine kinase inhibitors (e.g., EGFR, HER2, VEGFR, and JAK inhibitors) for treating non-small cell lung cancer, breast cancer, and other malignancies. It also serves as a precursor for antiviral, anti-inflammatory, and antimicrobial agents. Its rigid, planar structure enhances target binding affinity. High purity ensures reproducible results in high-throughput screening and scalable pharmaceutical GMP synthesis. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of 6-bromo-4-chloroquinazoline with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.
