5-Bromopyrimidine

Updated: 2026-07-19

Overview

5-Bromopyrimidine is a brominated aromatic heterocycle belonging to the pyrimidine family, characterized by its reactive bromine atom at the 5-position. As an industrial-grade material, it typically has a purity of 98-99% with controlled levels of impurities like residual solvents or dibromo byproducts. Its primary value lies in serving as a versatile building block for nucleophilic aromatic substitution (SNAr) and metal-catalyzed cross-coupling reactions, particularly in pharmaceutical manufacturing. The compound's stability under standard storage conditions makes it suitable for global supply chains.

Physical and Chemical Properties

The crystalline solid exhibits moderate stability under ambient conditions but may degrade upon prolonged exposure to light or moisture. Its bromine atom shows high electrophilicity, enabling efficient Suzuki, Stille, and Buchwald-Hartwig coupling reactions. Thermal analysis reveals decomposition above 250°C. The compound's logP value of 1.2 indicates moderate lipophilicity, influencing its solubility profile. Industrial grades often contain stabilizers to prevent bromine loss during storage.

Main Applications

In pharmaceuticals, 5-bromopyrimidine is crucial for synthesizing antiviral and anticancer drugs, particularly kinase inhibitors. Over 20 FDA-approved drugs incorporate this scaffold, including tyrosine kinase inhibitors for oncology treatments. The agrochemical industry utilizes it for producing fungicides and herbicides with pyrimidine cores. Emerging applications include OLED materials and conductive polymers, where its bromine site enables precise molecular engineering.

Safety and Storage

As a brominated compound, it requires strict handling protocols. SDS guidelines mandate nitrile gloves, safety goggles, and respiratory protection when handling powders. Spills should be contained with inert absorbents. Long-term storage requires nitrogen atmosphere or desiccants to prevent bromine displacement. Incompatible with strong oxidizers and reducing agents. Waste disposal must follow halogenated organic compound regulations.

B2B Procurement Guide

Bulk buyers should prioritize suppliers with ISO 9001 certification and pharmaceutical-grade manufacturing capabilities. Key evaluation criteria include: batch-to-batch consistency (≤1% variance in purity), residual solvent profiles (meeting ICH Q3C limits), and supply chain transparency. Technical packages should include COA, MSDS, and stability data. For API synthesis, request genotoxic impurity testing. Container options range from 25kg fiber drums to 1-ton supersacks with moisture barriers.