2-(5-Chloroquinolin-3-yl)acetic acid CAS 3022403-64-8 98% Purity Pharmaceutical Intermediate

1. Product Overview

2-(5-Chloroquinolin-3-yl)acetic acid (CAS: 3022403-64-8) is a chlorinated quinoline derivative bearing a acetic acid side chain at the 3-position of the quinoline ring. With the molecular formula C₁₁H₈ClNO₂ and a molecular weight of 221.64 g/mol, it is the free carboxylic acid counterpart of ethyl 2-(5-chloroquinolin-3-yl)acetate (CAS 2122224-05-7). This compound serves as a key building block in medicinal chemistry and organic synthesis, offering a carboxyl group amenable to amide/ester formation or reduction, while the 5-chloroquinoline core supports nucleophilic aromatic substitution and palladium-catalyzed cross-coupling. Supplied at 98% minimum purity, it is widely used in pharmaceutical R&D for constructing quinoline-based drug scaffolds.

2. Key Features and Advantages

• High Purity: ≥98% assay ensures consistent performance in multi-step syntheses, coupling, and amidation protocols.

• Dual Reactivity: Carboxylic acid enables amide/ester formation, activation to acyl halide, or reduction to benzyl alcohol; 5-chloro group allows SNAr and cross-coupling transformations.

• Stable Solid Form: Crystalline solid with good shelf life under recommended cool, dry storage.

• Direct Link to Ester Analog: Easily interconvertible with CAS 2122224-05-7 (ethyl ester) via hydrolysis/esterification.

• Batch Consistency: Each lot accompanied by CoA and analytical verification (NMR, HPLC).

3. Main Applications

• Pharmaceutical Intermediates: Building block for quinoline-based APIs, especially anti-infectives and kinase-related agents.

• Organic Synthesis Research: Employed in heterocycle functionalization, amide coupling development, and quinoline SAR studies.

• Fine Chemical Synthesis: Intermediate for dyes, ligands, and functional materials with quinoline architecture.

• Custom Synthesis: Suitable for scale-up from milligram screening to pilot/batch production.

4. Technical Specifications

5. Storage and Handling

• Store in a cool, dry place away from direct sunlight and moisture. For long-term stability, keep at 2–8 °C in a tightly sealed container; desiccant recommended.

• Handle in a well-ventilated area or fume hood to avoid inhalation of dust.

• Use personal protective equipment: nitrile gloves, safety goggles, and lab coat.

• Avoid contact with strong bases (risk of salt formation/dissolution issues only; stable to mild base), strong oxidizers, and incompatible reagents unless intended for controlled reaction.

• Keep container tightly closed when not in use. Follow standard laboratory hygiene practices.

6. Safety Overview

This compound is a chlorinated heteroaromatic carboxylic acid; treat as potentially hazardous:

• Health Hazards: May cause skin irritation, eye irritation, and respiratory discomfort. Potential sensitizer; handle with care to avoid dust inhalation.

• Environmental Precautions: Do not discharge into drains or waterways. Collect spillage and dispose of as hazardous chemical waste per local regulations.

• First Aid Measures:

• Skin Contact: Wash immediately with plenty of soap and water.

• Eye Contact: Rinse cautiously with water for several minutes; remove contact lenses if present; seek medical advice.

• Inhalation: Move to fresh air; if breathing difficulty occurs, administer oxygen and consult a physician.

• Ingestion: Rinse mouth; do NOT induce vomiting; seek immediate medical attention.

• Regulatory Note: For research and industrial use only, not for human or veterinary therapeutic use. SDS available upon request.