2,4-Dichloro-5-fluoropyrimidine
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Chemical Product Description & Applications
2,4-Dichloro-5-fluoropyrimidine is an electron-deficient heteroaromatic building block used to construct substituted fluoropyrimidines. The two chlorine positions provide reaction sites for nucleophilic substitution or catalytic coupling, while the fluorine substituent is retained in many downstream structures. This makes it useful for introducing different amino, alkoxy or carbon substituents around a preformed pyrimidine ring.
The selected material is the unsubstituted dichloro precursor, allowing sequential elaboration rather than committing to a fully substituted heterocycle at the outset. Its activated ring chemistry supports preparation of kinase-oriented scaffolds and other nitrogen-containing screening compounds. Reactions at different chlorine positions can be staged to assemble asymmetric substitution patterns, combining heteroatom substitution and carbon–carbon bond construction in the same route.
Typical Applications
- Diaminofluoropyrimidine scaffolds: Used in stepwise amine-substitution routes to prepare 2,4-diamino-5-fluoropyrimidines, including structures investigated as protein kinase C-theta and Aurora kinase inhibitors.
- Aryl-substituted fluoropyrimidines: Used in Suzuki coupling to introduce an aromatic carbon substituent while retaining a chlorine handle for a later transformation, as in fluoroaryl-substituted chloropyrimidine intermediates.
- Amino-alkoxypyrimidine intermediates: Used to assemble mixed amino and alkoxy substitution patterns, including fluoropyrimidine scaffolds reported in deoxycytidine-kinase inhibitor research.
Specifications
| Parameter | Specification | Test Method |
|---|---|---|
| Appearance | Clear liquid; color consistent with the reference sample | Visual inspection |
| Identification | Consistent with authenticated reference | FTIR fingerprint comparison |
| Chromatographic purity | ≥99.0 area% | GC-FID |
| Total organic impurities | ≤1.0 area% | GC-FID, area normalization |
| Water | ≤0.20% w/w | Karl Fischer titration |
| Nonvolatile residue | ≤0.10% w/w | Gravimetric evaporation residue |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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