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Chiral Intermediates
CAS NO:
4595-59-9
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Basic Info
CAS Number
4595-59-9
Pharmacopoeia
In-house Standards
Grade
Pharmaceutical Grade
Is Manufacturer
No
Samples Provided
NO
Product Description
Appearance similar white to light yellow crystal
Purity% 98.0 MIN
Melting point 69-72℃
Moisture% 0.3MAX
AI Product Description
*The following content is generated by AI and is for reference only.
5-Bromopyrimidine is a versatile heterocyclic building block widely utilized in organic synthesis, pharmaceutical research, and materials science. With the chemical formula C4H3BrN2 and a molecular weight of approximately 160.98 g/mol, this compound features a pyrimidine ring substituted with a bromine atom at the fifth position. Its standard CAS Registry Number is 333-73-5. The molecule appears as a white to pale yellow crystalline solid under standard conditions and possesses distinct reactivity due to the electron-deficient nature of the pyrimidine ring combined with the leaving group capability of the bromine substituent.
In laboratory settings, 5-bromopyrimidine serves as a crucial intermediate for constructing more complex nitrogen-containing heterocycles. It is frequently employed in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura, Heck, and Sonogashira couplings, allowing chemists to attach various aryl, alkynyl, or vinyl groups to the scaffold. This reactivity makes it indispensable for synthesizing nucleoside analogs, which are essential components in antiviral and anticancer drug development. Furthermore, the compound acts as a precursor for ligands used in coordination chemistry and organometallic catalysis.
The pharmaceutical industry values this reagent for its role in generating kinase inhibitors and other bioactive molecules where precise structural modification is required. In agrochemical research, derivatives of 5-bromopyrimidine contribute to the creation of novel fungicides and herbicides. Its stability and solubility in common organic solvents like dichloromethane, ethanol, and dimethyl sulfoxide facilitate easy handling and integration into diverse synthetic protocols. Researchers must handle the substance with appropriate safety precautions, as it may be harmful if swallowed or inhaled and can cause skin irritation. Overall, 5-bromopyrimidine remains a fundamental tool in modern medicinal chemistry, enabling the efficient assembly of sophisticated molecular architectures with high precision and yield.
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