ethyl 6-bromo-7-fluoroquinoline-2-carboxylate

Base Information

• Chemical Name: ethyl 6-bromo-7-fluoroquinoline-2-carboxylate
• CAS No.: 1020574-89-3
• Molecular Formula: C₁₂H₉BrFNO₂
• Molecular Weight: 298.111
• Mol file: 1020574-89-3.mol

Synonyms:ethyl 6-bromo-7-fluoro-2-quinolinecarboxylate

Chemical Property of ethyl 6-bromo-7-fluoroquinoline-2-carboxylate

Chemical Property:

Purity/Quality:

ethyl6-bromo-7-fluoroquinoline-2-carboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 6-bromo-7-fluoroquinoline-2-carboxylate

There total 1 articles about ethyl 6-bromo-7-fluoroquinoline-2-carboxylate 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: 20.0%

2-oxo-propionic acid ethyl ester (617-35-6) + 5-bromo-4-fluoro-2-nitro-benzaldehyde (213382-45-7) → ethyl 6-bromo-7-fluoro-2-quinolinecarboxylate (1020574-89-3)

Guidance literature:

2-oxo-propionic acid ethyl ester; 5-bromo-4-fluoro-2-nitro-benzaldehyde; With tin(ll) chloride; zinc(II) chloride; In ethanol; at 70 ℃; for 4h; Molecular sieve;

With water; sodium hydrogencarbonate; In ethanol; at 20 ℃;

Reference yield: 61.0%

ethyl 6-bromo-7-fluoro-2-quinolinecarboxylate (1020574-89-3) + (p-hydroxyphenyl)boronic acid (71597-85-8) → ethyl 7-fluoro-6-(4-hydroxyphenyl)-2-quinolinecarboxylate (1020574-95-1)

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In 1,4-dioxane; water; at 60 ℃; for 14h;

Reference yield:

ethyl 6-bromo-7-fluoro-2-quinolinecarboxylate (1020574-89-3) → 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-7-fluoro-2-quinolinecarboxylic acid (1020574-83-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium phosphate; palladium diacetate; triphenylphosphine / 1,4-dioxane; water / 14 h / 60 °C

2: caesium carbonate / N,N-dimethyl-formamide / 68 h / 20 °C

3: sodium hydroxide / tetrahydrofuran; methanol / 0.17 h / 90 °C / Microwave irradiation

With potassium phosphate; palladium diacetate; caesium carbonate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2010.12.089

upstream raw materials:

2-oxo-propionic acid ethyl ester

5-bromo-4-fluoro-2-nitro-benzaldehyde

Downstream raw materials:

ethyl 7-fluoro-6-(4-hydroxyphenyl)-2-quinolinecarboxylate

6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-7-fluoro-2-quinolinecarboxylic acid

ethyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-7-fluoro-2-quinolinecarboxylate

Refernces

• 1、 -. "FARNESOID X RECEPTOR AGONISTS". Page/Page column 77. . Retrieved 2008/06/13.