Methyl 2-pyrazinecarboxylate
Methyl 2-pyrazinecarboxylate (CAS 6164-79-0) is a strategically functionalized pyrazine ester engineered for heterocyclic diversification, pharmaceutical intermediate synthesis, and ligand development. This molecule integrates an electron-deficient pyrazine core—a six-membered aromatic diazine ring with nitrogen atoms at para positions (1,4)—with a methyl ester substituent at the C2 position. The ester moiety serves as a versatile synthetic handle for hydrolysis to the free acid, amide coupling, transesterification, or reduction to the alcohol, while the pyrazine ring provides unique hydrogen-bonding acceptor capability and metabolic stability compared to pyridine analogs. The C2-substitution pattern enables specific binding orientations in kinase active sites and facilitates ortho-directed functionalization strategies. This intermediate is particularly valuable for constructing fused heterocycles (pyrazino-fused systems), ATP-mimetic scaffolds, nitrogen-rich ligands, and prodrug architectures where the pyrazine-ester motif balances electron-deficient character with synthetic flexibility. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to functionalized diazine architectures with tunable reactivity.
Property
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Product Name
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Methyl 2-pyrazinecarboxylate
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CAS Number
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6164-79-0
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Chinese Name
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吡嗪 -2-羧酸甲酯
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Synonyms
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Methyl pyrazine-2-carboxylate; 2-(Methoxycarbonyl)pyrazine; Pyrazine-2-carboxylic acid methyl ester; C₆H₆N₂O₂ heterocycle
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Chinese Synonyms
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2-吡嗪羧酸甲酯; 吡嗪-2-甲酸甲酯; 甲氧羰基吡嗪; 2-位酯基吡嗪
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Molecular Formula
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C₆H₆N₂O₂
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Molecular Weight
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138.13 g/mol
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Purity
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≥ 98% (HPLC/GC area normalization)
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Product Category
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Pharmaceutical Intermediates / Pyrazine Derivatives / Heterocyclic Esters
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Appearance
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Colorless clear liquid
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Melting Point
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~45-50°C (literature reference recommended)
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Boiling Point
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~220-230°C at 760 mmHg (estimated)
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Storage Conditions
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Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong bases to avoid ester hydrolysis and from strong acids to avoid pyrazine ring protonation/degradation.
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Shelf Life
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24 months under recommended storage conditions
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Packaging
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100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
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Applications
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Kinase inhibitor synthesis, heterocyclic library construction (pyrazino-fused systems), ligand development for coordination chemistry, prodrug design via ester hydrolysis, amide coupling for drug conjugates, pyrazine-based material precursor
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Reactivity
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Suitable for ester hydrolysis to acid, amide coupling (activation via EDC/HATU), transesterification, reduction to alcohol, electrophilic aromatic substitution at C3/C5/C6, and Pd-catalyzed cross-coupling (after halogenation)
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Special Note
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✅ Electron-Deficient Heterocyclic Ester—pyrazine core provides unique binding geometry vs. pyridine analogs. C2-ester enables versatile derivatization via hydrolysis/coupling. Part of our pyrazine building block series.
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