Ethyl (5-bromo-2-fluorobenzoyl)acetate

Base Information

• Chemical Name: Ethyl (5-bromo-2-fluorobenzoyl)acetate
• CAS No.: 1020058-47-2
• Molecular Formula: C₁₁H₁₀BrFO₃
• Molecular Weight: 289.101
• Mol file: 1020058-47-2.mol

Synonyms:Ethyl (5-bromo-2-fluorobenzoyl)acetate;5-Bromo-2-fluoro-beta-oxobenzenepropanoic acid ethyl ester

Chemical Property of Ethyl (5-bromo-2-fluorobenzoyl)acetate

Chemical Property:

• Melting Point: 34-39 °C
• Boiling Point: 325.6±32.0 °C(Predicted)
• PKA: 10.10±0.50(Predicted)
• Flash Point: 110 °C
• PSA: 43.37000
• Density: 1.487±0.06 g/cm3(Predicted)
• LogP: 2.72410

Purity/Quality:

97% ^*data from raw suppliers

Ethyl3-(5-bromo-2-fluorophenyl)-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 3-(5-bromo-2-fluorophenyl)-3-oxopropanoate is a reactant used in the preparation of 4-Oxo-1-aryl-1,4-dihydroquinoline-3-carboxamides as selective negative allosteric modulators of metabotropic glutamate receptor subtype 2.

Technology Process of Ethyl (5-bromo-2-fluorobenzoyl)acetate

There total 1 articles about Ethyl (5-bromo-2-fluorobenzoyl)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.0%

2-bromo-5-fluorobenzoyl chloride (773140-42-4) + hydrogen ethyl malonate (1071-46-1) → ethyl 3-(5-bromo-2-fluorophenyl)-3-oxopropanoate (1020058-47-2)

Guidance literature:

hydrogen ethyl malonate; With n-butyllithium; In tetrahydrofuran; hexane; at -30 - -5 ℃; for 0.583333h;

2-bromo-5-fluorobenzoyl chloride; In tetrahydrofuran; hexane; at -78 - -30 ℃; for 1h;

DOI:10.1021/acs.jmedchem.5b01371

Reference yield: 54.0%

ethyl 3-(5-bromo-2-fluorophenyl)-3-oxopropanoate (1020058-47-2) → ethyl 3-amino-3-(5-bromo-2-fluorophenyl)acrylate

Guidance literature:

With ammonium acetate; acetic acid; In toluene; at 140 ℃; for 0.333333h; Molecular sieve; Sealed tube;

DOI:10.1016/j.ejmech.2018.05.041

Reference yield: 51.0%

ethyl 3-(5-bromo-2-fluorophenyl)-3-oxopropanoate (1020058-47-2) + [1,4]naphthoquinone (130-15-4) → ethyl 2-(5-bromo-2-fluorophenyl)-5-hydroxynaphtho[1,2-b]furan-3-carboxylate

Guidance literature:

With zinc(II) iodide; In dichloromethane; at 110 ℃; for 0.5h; Sealed tube;

DOI:10.1016/j.ejmech.2018.05.041

upstream raw materials:

2-bromo-5-fluorobenzoyl chloride

hydrogen ethyl malonate

Refernces

• 1、 -. "Negative allosteric modulators of metabotropic glutamate receptor 2". Page/Page column 76; 77. . Retrieved 2016/08/10.