Ethyl 3-bromoisoxazole-5-carboxylate(CAS#105174-97-8)

Introduction

Ethyl 3-bromoisoxazole-5-carboxylate is an organic compound commonly abbreviated as BEF. The following is a description of its nature, use, preparation and safety information:

Nature:

-Appearance: Ethyl 3-bromoisoxazole-5-carboxylate is a colorless or slightly yellow liquid.

-molecular formula: its chemical formula is C7H7BrN2O2. It has a molecular weight of 223.04g/mol.

-Melting Point: Ethyl 3-bromoisoxazole-5-carboxylate has a melting point of about 90°C.

-Solubility: For organic solvents, such as ethanol, acetone and dimethylformamide, it is soluble, but its solubility in water is low.

Use:

-3-bromoisoxazole-5-carboxylic acid ethyl ester is mainly used as a chemical reagent and intermediate. It can be used in organic synthesis reactions, such as the synthesis of drugs, pesticides and dyes containing isoxazole derivatives.

-Due to its potential application in the synthesis of biologically active molecules, it can also be used in the field of drug synthesis and drug research.

Preparation Method:

-3-bromoisoxazole-5-carboxylic acid ethyl ester can be prepared by reacting 3-bromoisoxazole with ethyl formate. The specific preparation method is as follows:

1. 3-Bromoisoxazole and ethyl formate were added to the reaction vessel.

2. Under appropriate conditions, such as at room temperature or after heating, the reactants are weighted and stirred.

3. After a period of time, the reaction will proceed, and finally ethyl 3-bromoisoxazole-5-carboxylate will be obtained.

4. filtration or distillation can be pure.

Safety Information:

-3-bromoisoxazole-5-carboxylic acid ethyl ester should pay attention to protective measures during operation, wear appropriate protective gloves and eye protection equipment.

-It is an organic solvent and has a certain degree of volatility, so it should be operated in a well-ventilated place.

-Avoid direct contact with skin and eyes to avoid irritation and damage.

-During storage and handling, safe operating procedures should be followed to avoid contact with oxygen or other flammable substances to prevent fire or explosion.

-In case of contact or misuse, rinse immediately with plenty of water and seek medical attention.

Application
Ethyl 3-bromoisoxazole-5-carboxylate (CAS 105174-97-8) is a functionalized heterocyclic building block featuring a bromine at the 3-position and an ethyl ester at the 5-position. The bromine enables efficient palladium-catalyzed cross-coupling reactions (Suzuki-Miyaura, Buchwald-Hartwig, Sonogashira, Stille) to introduce diverse aryl, heteroaryl, or alkyl groups, while the ethyl ester provides a versatile handle for hydrolysis to carboxylic acid, reduction to alcohol, or amidation. This scaffold is widely used in medicinal chemistry for the synthesis of potent kinase inhibitors targeting cancer, inflammation, and autoimmune diseases (e.g., PI3K, CDK, p38 MAPK, and EGFR inhibitors). It also serves as a key intermediate in the development of antiviral, antibacterial, and antifungal agents. Its rigid, electron-deficient isoxazole core enhances metabolic stability and target binding affinity, making it a privileged fragment in fragment-based drug discovery (FBDD). High purity ensures reproducible results in high-throughput screening, SAR studies, and scalable GMP synthesis. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of this essential building block with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.