5-Thiazolecarboxylic acid, 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-, 2-methylpropyl ester

Base Information

• Chemical Name: 5-Thiazolecarboxylic acid, 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-, 2-methylpropyl ester
• CAS No.: 923942-36-3
• Molecular Formula: C20H24N2O3S
• Molecular Weight: 372.488
• Mol file: 923942-36-3.mol

Synonyms:

Chemical Property of 5-Thiazolecarboxylic acid, 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-, 2-methylpropyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Thiazolecarboxylic acid, 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-, 2-methylpropyl ester

There total 5 articles about 5-Thiazolecarboxylic acid, 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-, 2-methylpropyl ester 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%

2-methyl-propan-1-ol (78-83-1) + 2-[3-cyano-4-isobutyloxyphenyl]-4-methylthiazole-5-carboxylic acid chloride → iso-butyl ester of febuxostat (923942-36-3)

Guidance literature:

With triethylamine; In toluene; at 70 - 75 ℃; for 0.333333h;

DOI:10.1016/j.bmcl.2014.07.058

Reference yield:

2-(3-formyl-4-isobutyloxy phenyl)-4-methyl-thiazole-5-carboxylic acid isobutyl ester (1312815-36-3) → iso-butyl ester of febuxostat (923942-36-3)

Guidance literature:

With hydroxylamine hydrochloride; sodium formate; In formic acid; at 99 - 100 ℃; for 10h;

Reference yield:

2-(4-hydroxy phenyl)-4-methyl-thiazole-5-carboxylic acid (886501-78-6) → iso-butyl ester of febuxostat (923942-36-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanesulfonic acid / 6 h / 80 - 85 °C

1.2: 25 - 30 °C

2.1: potassium carbonate; potassium iodide / dimethyl sulfoxide / 7 h / 75 - 80 °C

3.1: hydroxylamine hydrochloride; sodium formate / formic acid / 10 h / 99 - 100 °C

With methanesulfonic acid; hydroxylamine hydrochloride; sodium formate; potassium carbonate; potassium iodide; In formic acid; dimethyl sulfoxide;

upstream raw materials:

2-(4-hydroxy phenyl)-4-methyl-thiazole-5-carboxylic acid

2-(3-formyl-4-hydroxy phenyl)-4-methyl-thiazole-5-carboxylic acid

2-(3-formyl-4-isobutyloxy phenyl)-4-methyl-thiazole-5-carboxylic acid isobutyl ester

febuxostat

Downstream raw materials:

febuxostat

Refernces

• 1、 -. "PROCESSES FOR THE PREPARATION OF FEBUXOSTAT AND SALTS THEREOF". . . Retrieved 2011/07/07.