5,6,7,8-Tetrahydroimidazo[1,2-a]pyrazine 98% Purity Nitrogen-Containing Heterocyclic Building Block Drug Discovery and Kinase Inhibitor Research Key I

Product Overview

5,6,7,8‑Tetrahydroimidazo[1,2‑a]pyrazine (CAS 91476‑80‑1) is a high‑purity heterocyclic building block featuring a partially saturated imidazo[1,2‑a]pyrazine core. The molecular formula is C₆H₉N₃ with a molecular weight of 123.16 g/mol. This compound is a valuable intermediate for the synthesis of kinase inhibitors and other biologically active molecules. The secondary amine functionality at the 7‑position serves as a versatile handle for derivatization through acylation, alkylation, and sulfonylation reactions. The imidazopyrazine scaffold is a privileged structure in medicinal chemistry, widely found in compounds targeting kinases, G protein‑coupled receptors, and other therapeutic targets. Supplied at ≥98.0% purity.

Synthetic Process

The synthesis of 5,6,7,8‑tetrahydroimidazo[1,2‑a]pyrazine typically involves the construction of the imidazopyrazine core followed by reduction of the pyrazine ring. A representative synthetic route is described below:

• Step 1 – Imidazopyrazine Core Formation: 2‑Aminopyrazine is condensed with an appropriate α‑haloketone or α‑haloaldehyde to form the imidazo[1,2‑a]pyrazine core.

• Step 2 – Reduction: The pyrazine ring is reduced to the corresponding tetrahydro derivative using catalytic hydrogenation (H₂, Pd/C) or a suitable reducing agent such as sodium borohydride.

• Step 3 – Purification: The crude product is purified by recrystallization or column chromatography to achieve ≥98% purity.

• Quality Control: The final product is rigorously characterized by HPLC, NMR, and mass spectrometry.

Mechanism of Action

As a synthetic building block, 5,6,7,8‑tetrahydroimidazo[1,2‑a]pyrazine serves as a versatile precursor for:

• Kinase Inhibitor Synthesis: The imidazopyrazine scaffold is widely utilized in kinase inhibitor development, particularly for targets such as PI3K, mTOR, and CDK families.

• Amine Derivatization: The secondary amine at the 7‑position can be acylated, alkylated, or sulfonylated to introduce diverse substituents and modulate physicochemical properties.

• Drug Discovery Programs: The compact, rigid structure and favorable physicochemical properties make this scaffold an excellent candidate for drug discovery campaigns.

Quality Specifications

Our 5,6,7,8‑Tetrahydroimidazo[1,2‑a]pyrazine is manufactured under strict quality control conditions: - Purity: ≥98.0% determined by HPLC - Identity confirmed by NMR and mass spectrometry - Water content: ≤0.5% - Residual solvents: Meet ICH Q3C guidelines - Each batch accompanied by comprehensive Certificate of Analysis (COA) - Stable for 24 months when stored at 2‑8°C in sealed containers protected from light

Packaging & Shipping

We offer flexible packaging options to meet diverse customer needs: - Research quantities: 1g, 5g, 10g, 25g amber glass vials - Bulk quantities: 100g, 500g, 1kg amber glass bottles - Custom packaging available upon request - Shipped at ambient temperature for routine orders - International shipping available with proper documentation

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