Ethyl 5-Bromo-2-cyanobenzoate CAS 182498-32-4 98% Off-White to Light Yellow Crystalline Powder Pharmaceutical Intermediate Quinazolinone Precursor

1. Product Overview

Ethyl 5-bromo-2-cyanobenzoate (CAS: 182498-32-4) is an ortho-disubstituted benzenoid bearing both a cyano (-CN) and an ethyl ester (-COOEt) group, with a bromine atom at the 5-position. It is supplied as an off-white to light yellow crystalline powder and serves as a key intermediate in the synthesis of quinazoline, quinazolinone, and benzoxazine-based pharmacophores via cyclization of the nitrile/ester functionalities and further functionalization through the aryl bromide. Each lot is accompanied by a CoA including HPLC assay, ¹H NMR, and LC-MS verification.

2. Key Features and Advantages

• High Purity: ≥98.0% (HPLC), suitable for multi-step pharmaceutical synthesis

• Fully Characterized: Confirmed by ¹H NMR, ¹³C NMR, and LC-MS; CoA provided per batch

• Versatile Reactivity: Cyano group for heterocycle formation (e.g. cyclization to 4-aminoquinazolines under Gould–Jacobs conditions); ester for hydrolysis/reduction/amination; aryl-Br for Suzuki, Heck, or Buchwald–Hartwig cross-coupling

• Low Residual Impurities: Controlled residual solvents, halide content, and moisture per ICH Q3 guidelines

• Flexible Packaging: Available in 100 mg / 250 mg / 500 mg / 1 g / 5 g / 10 g / 25 g; bulk on request; amber glass vial with desiccant

• Batch Traceability: Individually lot-numbered with retained sample for re-test

3. Main Applications

• Pharmaceutical Intermediate: Core building block for quinazoline/quinazolinone-based kinase inhibitors, antifungals, and anticancer agent scaffolds

• Heterocyclic Synthesis: Used in cyclocondensation reactions to form fused N-heterocycles; participates in nucleophilic aromatic substitution after appropriate activation

• Cross-Coupling Substrate: Aryl bromide amenable to Pd-catalyzed couplings for introducing aryl, heteroaryl, or amino substituents at the 5-position

• Process Chemistry: Scalable intermediate for API pilot campaigns and custom synthesis projects

• Fine Chemical R&D: Intermediate for fluorescent probes and specialty aromatic compounds containing CF₃-free electron-withdrawing motifs

4. Technical Specifications

5. Storage and Handling

• Recommended Storage: Store sealed in a cool, dry place (15–25 °C), protected from light. For long-term storage (>12 months), keep in a desiccator or refrigerate at 2–8 °C.

• Stability: Stable under dry, ambient conditions. Protect from moisture — the ester may slowly hydrolyze under acidic/basic aqueous conditions; the nitrile is generally stable.

• Handling Precautions: Use in a well-ventilated area or fume hood. Wear nitrile gloves, safety goggles, and a lab coat. Avoid dust generation.

• Reconstitution (if needed): Dissolve in dry DCM, THF, or DMSO; prepare fresh solutions when possible.

• Shelf Life: 24 months from date of manufacture when stored as recommended.

6. Safety Overview

• GHS Classification: GHS07 – Warning

• H-Statements: H302 – Harmful if swallowed; H315 – Causes skin irritation; H319 – Causes serious eye irritation; H335 – May cause respiratory irritation

• P-Statements: P261 – Avoid breathing dust; P264 – Wash hands after handling; P270 – Do not eat/drink/smoke when using; P280 – Wear protective gloves/eye protection; P305+P351+P338 – IF IN EYES: rinse cautiously with water; P501 – Dispose of contents/container per local regulations

• First Aid:

• Skin: Remove contaminated clothing, wash with plenty of soap and water. Seek medical attention if irritation persists.

• Eyes: Rinse immediately with flowing water ≥15 min; seek medical advice.

• Inhalation: Move to fresh air; if breathing difficulty occurs, seek medical help.

• Ingestion: Rinse mouth; do NOT induce vomiting. Seek medical advice.

• Transport: Not classified as dangerous goods for transport (non-hazardous per IMDG/IATA/DOT).

• Disposal: Dispose as halogenated organic chemical waste in compliance with local and national regulations.

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