Ethyl 3-quinolin-3-yl acrylate CAS 71351-29-6 High Purity 98% Quinoline Derivative Heterocyclic Building Block Pharmaceutical Intermediate

1. Product Overview

Ethyl 3-(quinolin-3-yl)acrylate (CAS: 71351-29-6) is a quinoline-derived α,β-unsaturated ester with molecular formula C14H13NO2 and molecular weight 227.26 g/mol. It features a quinolin-3-yl group conjugated with an acrylate ethyl ester, making it a versatile heterocyclic building block. This compound is widely used as a pharmaceutical intermediate and in organic synthesis for constructing quinoline-containing scaffolds via Michael addition, cycloaddition, or cross-coupling strategies.

2. Key Features and Advantages

• Quinoline core with 3-position acrylate enables conjugate addition and cyclization reactions for heterocycle elaboration.

• α,β-Unsaturated ester moiety supports Michael acceptors, Diels–Alder cycloadditions, and multicomponent condensations.

• Standard purity grades of 95% and 98% (HPLC) ensure reproducible performance in multistep API synthesis.

• Predicted physicochemical profile: bp ~372.2 ± 17.0 °C, density ~1.169 ± 0.06 g/cm³, pKa ~3.70 ± 0.12 (acidic ester hydrolysis relevant).

• Compatible with standard quinoline functionalization: N-oxidation, electrophilic substitution on quinoline ring, and ester hydrolysis/reduction.

3. Main Applications

• Pharmaceutical intermediate for quinoline-based drug candidates in antiviral, antibacterial, and anticancer research.

• Heterocyclic building block in Michael addition and Diels–Alder reactions to access fused quinoline systems.

• Intermediate in medicinal chemistry libraries targeting kinase inhibitors and GPCR modulators with quinoline scaffolds.

• Academic research on quinoline chemistry, α,β-unsaturated ester reactivity, and heteroaryl-acrylate cross-couplings.

• Used in the synthesis of fluorescent or photoactive materials when quinoline is further functionalized with chromophores.

4. Technical Specifications

5. Storage and Handling

Store sealed in a cool, dry, and dark place at 2–8 °C, protected from light and moisture to minimize oxidation and ester hydrolysis. Keep container tightly closed under inert atmosphere (nitrogen or argon) after opening. For long-term storage, keep desiccated and refrigerated; avoid repeated heating or exposure to humid air. Handle with standard laboratory PPE: gloves, safety goggles, lab coat. Use in a well-ventilated area or fume hood. Avoid dust generation and contact with skin/eyes. Ester group can hydrolyze under acidic/basic aqueous conditions; handle under anhydrous organic solvent when used in sensitive reactions.

6. Safety Overview

For research and industrial use only; not for human consumption or clinical application. α,β-Unsaturated esters and quinoline derivatives may cause irritation to eyes, skin, and respiratory tract. Handle in accordance with good laboratory practices. Use appropriate PPE and avoid inhalation of dust. In case of eye contact, rinse immediately with plenty of water and seek medical advice. Dispose of as organic nitrogen-containing chemical waste per local regulations. Consult full SDS before handling. Quinoline analogs are often labeled with GHS07 (irritant) and may carry environmental hazard warnings for aquatic toxicity; follow institutional and local disposal rules.