460081-20-3

Basic information

• Product Name: Ethyl 2-bromo-1,3-oxazole-4-carboxylate
• Synonyms: Ethyl 2-bromo-1,3-oxazole-4-carboxylate;Ethyl 2-bromooxazole-4-carboxylate;2-Bromo-oxazol-4-carboxylic ethyl ester;4-Oxazolecarboxylic acid, 2-bromo-, ethyl ester;2-Bromo-4-(ethoxycarbonyl)-1,3-oxazole;ethyl 2-bromo-1,3-oxazole-4-carboxylate, 2-bromooxazol-4-carboxylic ethyl ester, ethyl 2-bromooxazole-4-carboxylate, 2-bromo-1,3-oxazole-4-carboxylate;2-Bromo-oxazole-4-carboxylic acid ethyl ester
• CAS NO: 460081-20-3
• Molecular Formula: C₆H₆BrNO₃
• Molecular Weight: 220.03
• Product Categories: blocks;Bromides;Carboxes;Oxazoles;Building Blocks;Oxazole
• Mol File: 460081-20-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 272℃
• Flash Point: 118℃
• Appearance: /
• Density: 1.617
• Vapor Pressure: 0.00616mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: -3.20±0.10(Predicted)
• CAS DataBase Reference: Ethyl 2-bromo-1,3-oxazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-bromo-1,3-oxazole-4-carboxylate(460081-20-3)
• EPA Substance Registry System: Ethyl 2-bromo-1,3-oxazole-4-carboxylate(460081-20-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 460081-20-3(Hazardous Substances Data)

Usage

Uses

Ethyl 2-Bromooxazole-4-carboxylate, is a building block used for the synthesis of various pharmaceutical and biologically active compounds. It can be utilized for the synthesis of C(2)-C(4'') linked poly-oxazoles.

InChI:InChI=1/C6H6BrNO3/c1-2-10-5(9)4-3-11-6(7)8-4/h3H,2H2,1H3

Upstream product

• 177760-52-0 ethyl 2-aminooxazole-4-carboxylate 
• 460081-18-9 ethyl 2-chloro-1,3-oxazole-4-carboxylate 

Downstream Products

• 1454928-07-4 ethyl 2-(4-(3-(1-(4-(tert-butyl)benzyl)-4-ethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)propyl)phenyl)oxazole-4-carboxylate 
• 1092351-90-0 2-bromooxazole-4-carbaldehyde 
• 1092351-92-2 (2-bromo-1,3-oxazol-4-yl)methanol 
• 132089-42-0 ethyl 2-(4-fluorophenyl)-1,3-oxazole-4-carboxylate 
• 92029-41-9 ethyl 2-(4-methylphenyl)-1,3-oxazole-4-carboxylate 
• 1167055-73-3 2-bromooxazole-4-carboxylic acid 
• 1258269-02-1 C₁₃H₁₀F₃NO₄ 
• 913650-26-7 ethyl 2-({5-chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1,3-oxazole-4-carboxylate 

Relevant articles and documents

Widely Exploited, Yet Unreported: Regiocontrolled Synthesis and the Suzuki–Miyaura Reactions of Bromooxazole Building Blocks

An approach to synthesis of 2-, 4-, and 5-bromooxazoles is described. The method was optimized, and its scope was extended to all three isomeric parents, as well as various alkyl- and aryl-substituted bromooxazoles. It was found that direct regiocontrolled lithiation followed by reaction with electrophilic bromine source was common for all substrates and led exclusively to the target substituted 2-, 4- and 5-bromooxazoles on multigram scale. The utility of the multipurpose building blocks obtained in this work was demonstrated in the Suzuki–Miyaura cross-coupling reaction under parallel synthesis conditions.

Ethyl 2-chlorooxazole-4-carboxylate: A versatile intermediate for the synthesis of substituted oxazoles

(formula presented) R1 = Ar, Het, alkenyl R2 = H, Ar, Het, alkenyl, alkynyl R3 = H, CO2H, Ar, Het, alkenyl, alkynyl By using a sequence of regiocontrolled halogenation and palladium-catalyzed coupling reactions,