3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid

Base Information

• Chemical Name: 3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid
• CAS No.: 1217340-23-2
• Molecular Formula: C₂₄H₁₇F₂NO₄
• Molecular Weight: 421.4
• Mol file: 1217340-23-2.mol

Synonyms:3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid

Chemical Property of 3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid

There total 10 articles about 3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid 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: 85.0%

4-methyl-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoic acid (515131-35-8) + 5-bromo-4-fluoro-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide → 3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid (1217340-23-2)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 83 ℃; for 2h; Temperature; Inert atmosphere;

DOI:10.1021/acs.oprd.0c00198

Reference yield:

2-(3-bromo-2-fluoro-6-methoxyphenyl)acetic acid → 3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid (1217340-23-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 - 45 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 0 °C / Inert atmosphere

3.2: 4.5 h / -78 - 0 °C / Inert atmosphere

4.1: boron tribromide / dichloromethane / 18.83 h / 0 - 20 °C / Inert atmosphere

5.1: ethanol / dichloromethane / 0.42 h / 0 - 15 °C / Inert atmosphere

5.2: Reflux; Dean-Stark; Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / water; 1,4-dioxane / 2 h / 83 °C / Inert atmosphere

With dmap; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ethanol; boron tribromide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 6.1: |Suzuki Coupling;

DOI:10.1021/acs.oprd.0c00198

Reference yield:

tert-butyl (2-(3-bromo-2-fluoro-6-methoxyphenyl)acetyl)(methyl)carbamate → 3-(4-fluoro-2-(4-fluorophenyl)-3-(methylcarbamoyl)benzofuran-5-yl)-4-methylbenzoic acid (1217340-23-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 0 °C / Inert atmosphere

1.2: 4.5 h / -78 - 0 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 18.83 h / 0 - 20 °C / Inert atmosphere

3.1: ethanol / dichloromethane / 0.42 h / 0 - 15 °C / Inert atmosphere

3.2: Reflux; Dean-Stark; Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / water; 1,4-dioxane / 2 h / 83 °C / Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ethanol; boron tribromide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 4.1: |Suzuki Coupling;

DOI:10.1021/acs.oprd.0c00198

upstream raw materials:

ethyl 2-(4-fluorophenyl)-5-hydroxybenzofuran-3-carboxylate

4-methyl-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzoic acid

1-bromo-2-fluoro-4-methoxybenzene

Downstream raw materials:

4-fluoro-2-(4-fluorophenyl)-N-methyl-5-(2-methyl-5-(1-(oxazolo[4,5-c]pyridin-2-yl)cyclopropylcarbamoyl)phenyl)benzofuran-3-carboxamide

4-fluoro-2-(4-fluorophenyl)-N-methyl-5-(2-methyl-5-(3-phenyloxetan-3-ylcarbamoyl)phenyl)benzofuran-3-carboxamide

4-fluoro-2-(4-fluorophenyl)-N-methyl-5-(2-methyl-5-(3-(pyridin-2-yl)oxetan-3-ylcarbamoyl)phenyl)benzofuran-3-carboxamide

4-fluoro-2-(4-fluorophenyl)-N-methyl-5-(2-methyl-5-(3-(pyrimidin-2-yl)oxetan-3-ylcarbamoyl)phenyl)benzofuran-3-carboxamide