2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide

Base Information

• Chemical Name: 2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide
• CAS No.: 1380049-45-5
• Molecular Formula: C₁₈H₂₁N₃O₂S
• Molecular Weight: 343.45
• Mol file: 1380049-45-5.mol

Synonyms:2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide

Chemical Property of 2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide

Chemical Property:

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide

There total 4 articles about 2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide 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: 92.0%

Isobutyl bromide (78-77-3) + 2-(3-cyano-4-hydroxyphenyl)-N,N-4-trimethylthiazole-5-carboxamide (1380049-43-3) → 2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide (1380049-45-5)

Guidance literature:

With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 70 - 72 ℃;

Reference yield:

dimethyl amine (124-40-3) + febuxostat (144060-53-7) → 2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide (1380049-45-5)

Guidance literature:

febuxostat; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; for 0.166667h;

dimethyl amine; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.2174/1570180815666181017131349

Reference yield:

2-(4-hydroxyphenyl)-N,N-4-trimethylthiazole-5-carboxamide (1380049-39-7) → 2-[3-cyano-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide (1380049-45-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: polyphosphoric acid / 0.5 h / 70 - 72 °C

1.2: 72 - 78 °C

2.1: hydroxylamine hydrochloride; sodium formate; formic acid / 25 - 90 °C

3.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 70 - 72 °C

With formic acid; hydroxylamine hydrochloride; sodium formate; potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; 1.2: Duff Reaction;

upstream raw materials:

Isobutyl bromide

2-(3-cyano-4-hydroxyphenyl)-N,N-4-trimethylthiazole-5-carboxamide

2-(4-hydroxyphenyl)-N,N-4-trimethylthiazole-5-carboxamide

2-(3-formyl-4-hydroxyphenyl)-N,N,4-trimethylthiazole-5-carboxamide

Downstream raw materials:

febuxostat

Refernces

• 1、 -. "NOVEL PROCESS FOR THE PREPARATION OF FEBUXOSTAT". Page/Page column 25-26. . Retrieved 2012/06/16.