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

Base Information

• Chemical Name: {2-[3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzoylamino]thiazol-4-yl}acetic acid
• CAS No.: 1596340-69-0
• Molecular Formula: C₂₅H₂₁N₃O₆S₂
• Molecular Weight: 523.59
• Mol file: 1596340-69-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about {2-[3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzoylamino]thiazol-4-yl}acetic 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: 84.0%

{2-[3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzoylamino]thiazol-4-yl}acetic acid ethyl ester (1596340-91-8) → {2-[3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzoylamino]thiazol-4-yl}acetic acid (1596340-69-0)

Guidance literature:

With lithium 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) → {2-[3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzoylamino]thiazol-4-yl}acetic acid (1596340-69-0)

Guidance literature:

Multi-step reaction with 6 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

5: triethylamine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 20 °C

6: lithium hydroxide / water; tetrahydrofuran; methanol / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; sodium hydroxide; lithium 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-(3-methylpyridin-2-yl)benzoic acid methyl ester (1596340-67-8) → {2-[3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzoylamino]thiazol-4-yl}acetic acid (1596340-69-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2: triethylamine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 20 °C

3: lithium hydroxide / water; tetrahydrofuran; methanol / 20 °C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

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-(3-methylpyridin-2-yl)benzoic acid

Downstream raw materials:

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

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