3-bromo-5-methoxyquinoline 97% CAS 1416438-38-4 Pharmaceutical Intermediate organic synthesis, heterocyclic compound

Product Overview

3-Bromo-5-methoxyquinoline is a sophisticated heterocyclic compound featuring both bromo and methoxy substituents on the quinoline ring system. This compound serves as a crucial building block in modern pharmaceutical research and development, particularly in the synthesis of novel bioactive molecules. The quinoline scaffold is renowned for its diverse biological activities, including anti-inflammatory, anti-malarial, and anticancer properties. The strategic positioning of bromo and methoxy groups provides unique reactive sites for further functionalization through various coupling reactions such as Suzuki, Heck, and Sonogashira cross-couplings. This intermediate enables medicinal chemists to explore structure-activity relationships and develop new therapeutic candidates with improved potency and selectivity.

Synthesis Process

The synthesis of 3-bromo-5-methoxyquinoline typically employs a cyclization strategy starting from appropriately substituted aniline and glycerol derivatives under acidic conditions. The process involves condensation to form the quinoline core followed by selective bromination at the 3-position using N-bromosuccinimide under controlled conditions. Alternatively, the methoxy group can be introduced through nucleophilic aromatic substitution or methyl ether cleavage from corresponding precursors. The final product is purified through column chromatography and crystallization to achieve the specified 97% purity level. Quality control is performed using HPLC, NMR, and mass spectrometry to verify structural integrity and purity.

Quality Specifications

The product meets Pharmaceutical Grade specifications with a minimum purity of 97% as determined by HPLC. Key quality parameters include: HPLC purity ≥97%, moisture content ≤1.0%, residual solvents within ICH limits, heavy metals <10ppm, and identity confirmed by NMR and mass spectrometry. The compound is characterized by a melting point range of 85-88°C and shows excellent solubility in common organic solvents including dichloromethane, chloroform, and dimethylformamide. Each batch is accompanied by a Certificate of Analysis documenting all test results.

Packaging & Storage

The compound is packaged in amber glass bottles with hermetic seals to protect from light degradation. Standard packaging includes 1g, 5g, 10g, and 25g quantities. For bulk orders, sealed plastic drums with inner polyethylene liners are available. Storage conditions require a cool, dry, and dark environment at 2-8°C. The product should be kept in tightly closed containers away from heat sources and direct sunlight. Under recommended storage conditions, the compound maintains stability for 24 months. Handle with appropriate personal protective equipment including gloves and safety glasses.