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Description
TCI C3130 6-Chloro-7-iodo-7-deazapurine is a doubly functionalized heterocyclic compound that serves as a core scaffold in the synthesis of nucleoside analogues and purine-based bioactive compounds. Structurally, it is a pyrrolo[2,3-d]pyrimidine core — a purine in which the nitrogen atom at position seven is replaced by carbon, which is why the class is widely known as 7-deazapurines. In medicinal chemistry and synthetic organic chemistry laboratories, this material is a highly valuable starting point because it provides two distinct reactive sites that can be modified sequentially and in a controlled manner, allowing researchers to build libraries of derivative compounds systematically from a single common starting material.
The characteristic that makes this compound such a frequent choice is the reactivity differentiation between the chloro group at position six and the iodo group at position seven. The chloro group on the pyrimidine ring is electrophilic and readily displaced through nucleophilic aromatic substitution by amines, alkoxides, or thiols, while the iodo group on the pyrrole ring is an ideal partner for palladium-catalysed cross-coupling reactions such as Suzuki, Sonogashira, and Stille couplings. Because the two positions respond to different reaction conditions, a chemist can address one site without disturbing the other, which makes reaction planning far more predictable and reduces the need for protecting-group strategies.
In Indonesian laboratories, this building block is typically used in university research groups, medicinal chemistry programmes, and institutional research centres working on nucleoside analogues and heterocyclic drug candidates. It is normally handled on a small preparative scale within a fume hood, using standard glassware and inert-atmosphere technique where the subsequent coupling step requires it. Because it is supplied as a defined catalogue item, it also suits teaching and method-development work where a reproducible, well-characterised starting material is needed.
Laboratory Applications
- Nucleoside analogue synthesis — the 7-deazapurine core closely mimics the natural purine base, so the scaffold can be elaborated into modified nucleosides while retaining recognisable base geometry.
- Sequential functionalisation and library building — the differing reactivity of the chloro and iodo positions lets researchers install two different substituents in a controlled, stepwise order from one starting material.
- Palladium-catalysed cross-coupling studies — the iodo substituent on the pyrrole ring is an excellent electrophilic partner for Suzuki, Sonogashira, and Stille coupling method development and optimisation.
- Nucleophilic aromatic substitution chemistry — the electrophilic chloro group at position six is readily displaced by amines, alkoxides, or thiols, making it useful for teaching and probing SNAr reactivity.
- Medicinal chemistry lead exploration — purine-based bioactive compound programmes use this scaffold to generate structurally related analogues for structure–activity relationship investigations.
Specifications
- Brand: TCI
- CAS number: 123148-78-7
- Chemical name: 6-Chloro-7-iodo-7-deazapurine (6-chloro-7-iodo-pyrrolo[2,3-d]pyrimidine core)
- Catalogue code: C3130
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in the standard catalogue pack sizes offered for this item
- Storage: keep in the closed original container under the conditions stated on the product label and safety data sheet
Handling and Storage
Store the compound in its tightly closed original container, in a cool, dry, and well-ventilated area away from direct sunlight, moisture, and incompatible materials, following the storage conditions stated on the product label and safety data sheet. Amber glass or the supplied container is preferred to limit light exposure, and the container should be resealed promptly after each use. Handle the solid in a fume hood, wearing a laboratory coat, safety goggles, and chemical-resistant gloves, and avoid generating or inhaling dust. Weigh and transfer with clean, dry spatulas to prevent contamination and moisture uptake. Label all derived solutions clearly and dispose of residues and contaminated consumables through the laboratory's chemical waste procedure.
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