3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid

Base Information

• Chemical Name: 3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid
• CAS No.: 1596340-68-9
• Molecular Formula: C₂₀H₁₇NO₅S
• Molecular Weight: 383.425
• Mol file: 1596340-68-9.mol

Synonyms:3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid

Chemical Property of 3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid

There total 5 articles about 3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic 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: 95.0%

3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid methyl ester (1596340-67-8) → 3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid (1596340-68-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.1016/j.bmc.2014.02.009

Reference yield:

3-hydroxy-5-(4-methanesulfonylphenoxy)benzoic acid methyl ester (752242-45-8) → 3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid (1596340-68-9)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 2 h / -78 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 20 - 85 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 18 h / 80 °C

4: sodium hydroxide / water; tetrahydrofuran; methanol / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium hydrogencarbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.02.009

Reference yield:

3-(4-methanesulfonylphenoxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid methyl ester (1235567-13-1) → 3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid (1596340-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 18 h / 80 °C

2: sodium hydroxide / water; tetrahydrofuran; methanol / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.02.009

upstream raw materials:

3-hydroxy-5-(4-methanesulfonylphenoxy)benzoic acid methyl ester

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

3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoic acid methyl ester

3-(4-methanesulfonylphenoxy)-5-trifluoromethanesulfonyloxybenzoic acid methyl ester

Downstream raw materials:

N-(1-ethoxymethyl-1H-pyrazol-3-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide

{2-[3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzoylamino]thiazol-4-yl}acetic acid

N-(4-cyclopropylcarbamoylmethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzamide

3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzoyl chloride