methyl 2 amino 4 bromobenzoate CAS 953729-63-0 Purity 97 percent min HPLC White to off white crystalline powder Pharmaceutical intermediate and aromat

1. Product Overview

Methyl 2-amino-4-bromobenzoate (CAS 953729-63-0) is an aromatic ester intermediate with molecular formula C8H8BrNO2 and molecular weight 230.06 g/mol. It consists of a methyl benzoate core bearing an ortho-amino group at the 2-position and a para-bromine substituent at the 4-position. At room temperature it typically appears as a white to off-white or light tan crystalline powder. This compound is widely used as a fine chemical and pharmaceutical intermediate, especially in medicinal chemistry where an ortho-amino-para-bromoaryl scaffold is required for constructing quinazolinones, benzodiazepines and other nitrogen-containing heterocycles. It is soluble in common organic solvents such as dichloromethane, ethyl acetate, THF, DMF, DMSO and methanol, and only slightly soluble in water.

2. Key Features and Advantages

High typical purity 97 percent minimum by HPLC supports reliable multi-step synthesis performance. The structure offers three orthogonal reactive handles: aryl bromide for Suzuki or Buchwald-Hartwig cross-couplings, ortho-amino group for acylation, diazotization, reductive amination or cyclization, and methyl ester for hydrolysis to acid or conversion to amide. The crystalline form provides good weighing accuracy and stability under recommended storage. Full documentation including Certificate of Analysis, NMR and HPLC data, and Safety Data Sheet is available upon request. Compatible with both batch and flow chemistry platforms and suitable for scale-up from mg to bulk.

3. Main Applications

Pharmaceutical intermediate for synthesizing 2-amino-4-bromophenyl-based drug candidates such as kinase inhibitors and antimicrobial or anticancer leads. Building block for constructing nitrogen heterocycles including quinazolinones and benzoxazines via cyclization of the ortho-amino and ester groups. Precursor for palladium-catalyzed cross-coupling reactions using the aryl bromide, and for further derivatization through ester transformation or amino functionalization. Used extensively in academic and industrial research for SAR studies, library generation and heterocyclic chemistry.

4. Technical Specifications

5. Storage and Handling

Store in a cool dry place in a tightly closed original container protected from moisture light and heat. For maximum stability keep at 2 to 8 degrees Celsius and allow the package to reach room temperature before opening to prevent condensation. Use in a well-ventilated area or fume hood. Avoid inhalation of dust and prevent contact with skin eyes and clothing. Wear standard PPE including safety glasses nitrile gloves and lab coat. Keep away from open flames strong acids which may protonate the amino group strong oxidizers and incompatible reagents. The ester may hydrolyze under strongly basic or acidic conditions at elevated temperature. Dispose of waste according to local regulations for halogenated organic laboratory chemicals and consult the latest SDS.

6. Safety Overview

This substance is not broadly classified as a hazardous material under standard transport regulations for typical research-grade purities and is often non-dangerous goods for ADR IMDG and IATA. It may cause mild eye skin and respiratory irritation. Not intended for human or veterinary therapeutic use without further purification and regulatory approval; for research and synthetic use only. Always refer to the supplier provided Safety Data Sheet before use. In case of contact rinse affected area with plenty of water and seek medical advice if irritation persists. Use and store in compliance with applicable chemical control laws such as REACH where relevant.