ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate

Base Information

• Chemical Name: ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate
• CAS No.: 1020575-47-6
• Molecular Formula: C₁₉H₁₇NO₃
• Molecular Weight: 307.349
• Mol file: 1020575-47-6.mol

Synonyms:ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate

Chemical Property of ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate

There total 1 articles about ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate 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: 40.0%

(4-hydroxy-3-methylphenyl)boronic acid (762263-66-1) + ethyl 6-bromo-2-quinolinecarboxylate (1020572-61-5) → ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate (1020575-47-6)

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In 1,4-dioxane; water; at 60 ℃; for 16h;

Reference yield: 22.0%

4-(chloromethyl)-3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole (700835-81-0) + ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate (1020575-47-6) → ethyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)-3-methylphenyl]-2-quinolinecarboxylate (1020575-53-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

Reference yield:

4-(chloromethyl)-3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazole (700835-81-0) + ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate (1020575-47-6) → 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)-3-methylphenyl]-2-quinolinecarboxylic acid (1020575-31-8)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With caesium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2010.12.089

upstream raw materials:

(4-hydroxy-3-methylphenyl)boronic acid

ethyl 6-bromo-2-quinolinecarboxylate

Downstream raw materials:

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

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

Refernces

• 1、 -. "FARNESOID X RECEPTOR AGONISTS". Page/Page column 81. . Retrieved 2008/06/13.