Methyl 3-bromo-5-hydroxybenzoate

Expand your medicinal chemistry library with Methyl 3-bromo-5-hydroxybenzoate (CAS No.: 192810-12-1, CAT No.: SRCM-029). This tri-substituted benzoate combines ortho-hydroxy and meta-bromo functionality, enabling orthogonal phenol protection strategies and selective Pd-catalyzed cross-coupling at the bromine position for diverse SAR exploration.

With a molecular formula of C₈H₇BrO₃ and a molecular weight of 231.04 g/mol, it appears as a white to pale yellow solid with a melting point of 124-126°C. Slightly soluble in water but readily soluble in polar organic solvents, its phenolic OH supports hydrogen bonding interactions while the ester provides clean hydrolysis handles.

Product Highlights

Technical Features & Benefits

• • Orthogonal Functionalization: Bromo handle enables Suzuki/Stille coupling while phenolic OH supports selective ether/silyl protection strategies.

• • Symmetrical 1,3-Substitution: Meta-bromo, meta-hydroxy pattern provides electronic complementarity for H-bonding pharmacophores and ?-stacking.

• • Crystalline Solid Form: Sharp melting point (124?126?C) facilitates purification and solid-state stability in library production.

• • Ester Hydrolysis Compatibility: Selective saponification provides 3-bromo-5-hydroxybenzoic acid without affecting phenolic functionality.

• • Medicinal Chemistry Optimized: ?97% purity suitable for high-throughput screening, SAR expansion, and hit-to-lead campaigns.

Application Areas

• • Building block for glucokinase activators, complement factor D inhibitors, and S1P receptor modulators.

• • Intermediate in pyrazolo[3,4-b]pyridine kinase inhibitor synthesis.

• • Platform for biaryl ether and benzamide libraries via sequential cross-coupling/protection.

• • Reference standard for analytical method development and impurity profiling.

• • Scaffold for T2DM, neurogenic disorder, and proliferative disease therapeutic candidates.

Safety & Handling

• • Causes skin/eye irritation and may cause respiratory irritation; wear gloves, goggles, lab coat.

• • Handle powders in fume hood to avoid dust inhalation; ensure good ventilation.

• • Store tightly closed in dry conditions; incompatible with strong oxidizing agents.

• • Dispose of as hazardous chemical waste per local regulations.

Why Choose SRIRAMCHEM Laboratories Pvt. Ltd.?

• • Expertise in halogenated phenolic building blocks and orthogonal coupling partners.

• • Custom synthesis of biaryl derivatives and scale-up from milligrams to kilograms.

• • Full analytical package: COA, NMR, HPLC, LC-MS for regulatory and SAR support.
• Technical collaboration for library design, cross-coupling optimization, and hit validation.

Request a Quote or Sample Today! Unlock diverse SAR opportunities in kinase, GPCR, and metabolic disorder programs with SRIRAMCHEM’s premium Methyl 3-bromo-5-hydroxybenzoate. Contact the expert team for pricing, availability, or custom derivatization.