7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine

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Cat Number

INT1770840431

CAS Number

1770840-43-1

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Product Detail Description Customer Q&A

CAS Number

1770840-43-1

EINECS

204-514-8

Synonyms

7-iodopyrrole[2,1-f][1,2,4]triazin-4-amine

Molecular Formula

C6H5IN4

Molecular Weight

260.04

Smiles

N12C(I)=CC=C1C(N)=NC=N2

Appearance

Solid

Relative Density

2.43

pKa

3.04

General Description

7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine is a halogenated derivative of pyrrolo[2,1-f][1,2,4]triazin-4-amine bearing an iodine atom at the C-7 position of the fused ring system. The iodine substituent serves as a versatile handle for transition-metal-catalyzed cross-coupling reactions (Suzuki, Heck, Sonogashira, Buchwald-Hartwig) and as a precursor to other functional groups through ipso substitution. As a heavier halogen, iodine is larger and more easily reduced than bromine or chlorine.

Mechanism of Action

7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine is used as a versatile halogenated heterocyclic building block in medicinal chemistry. The C-7 iodine undergoes oxidative addition with palladium(0) and nickel(0) catalysts, enabling the introduction of diverse aryl, heteroaryl, alkenyl, and alkynyl groups via cross-coupling chemistry. The C-4 amine can be further functionalized through acylation, alkylation, or sulfonylation. The 7-iodo substituent can also be displaced by nucleophiles via SNAr-type reactions.

Application

7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine is used as an intermediate in the synthesis of purine bioisostere-based pharmaceuticals and radiopharmaceuticals. The iodine atom can be converted to radiopharmaceuticals via isotopic exchange or used as a leaving group in palladium-catalyzed coupling reactions to generate SAR libraries. It is used in kinase inhibitor programs (particularly ALK inhibitors), adenosine receptor antagonist programs, and in the synthesis of fluorescent probes.

What is the recommended storage condition for 7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

Can we obtain batch-specific analytical data for 7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine?

Batch-specific COA documents are standard with every shipment. Additional analytical reports, including HPLC chromatograms or spectral data, may be provided upon request.

What is the primary synthetic application of 7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine?

It is widely used as a key building block or intermediate in multi-step pharmaceutical synthesis workflows, providing versatile reactivity for constructing target molecular architectures.

Is 7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine compatible with common organic solvents used in pharmaceutical synthesis?

Solubility and compatibility information is available in the technical data sheet. For specific solvent compatibility questions, please contact our technical team.

Does your company offer custom packaging for 7-Iodopyrrolo[2,1-f][1,2,4]triazin-4-amine?

Yes, custom pack sizes are available. Specific quantity requirements can be discussed directly with our team to align with your production or research scale.