2-(3-Formyl-4-(2-methylpropoxy)phenyl)-4-methyl-5-thiazolecarboxylic acid

Base Information

• Chemical Name: 2-(3-Formyl-4-(2-methylpropoxy)phenyl)-4-methyl-5-thiazolecarboxylic acid
• CAS No.: 144060-62-8
• Molecular Formula: C₁₆H₁₇NO₄S
• Molecular Weight: 319.381
• UNII: 22XUB0JY9W
• Wikidata: Q27895728
• Mol file: 144060-62-8.mol

Synonyms:Febuxostat impurity 8;144060-62-8;2-(3-Formyl-4-(2-methylpropoxy)phenyl)-4-methyl-5-thiazolecarboxylic acid;22XUB0JY9W;UNII-22XUB0JY9W;2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylic acid;2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid;5-Thiazolecarboxylic acid, 2-(3-formyl-4-(2-methylpropoxy)phenyl)-4-methyl-;3-Descyano-3-formyl Febuxostat;SCHEMBL1356995;OHIQHHXCAMMCPH-UHFFFAOYSA-N;BCP34239;MFCD24387079;HY-131270;CS-0131967;G71560;A899241;Q27895728;2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazole carboxylic acid

Chemical Property of 2-(3-Formyl-4-(2-methylpropoxy)phenyl)-4-methyl-5-thiazolecarboxylic acid

Chemical Property:

• Boiling Point: 535.0±60.0 °C(Predicted)
• PKA: 1.22±0.37(Predicted)
• Density: 1.268±0.06 g/cm3(Predicted)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 319.08782920
• Heavy Atom Count: 22
• Complexity: 404

Purity/Quality:

97% ^*data from raw suppliers

3-Descyano-3-formylFebuxostat ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(SC(=N1)C2=CC(=C(C=C2)OCC(C)C)C=O)C(=O)O
• Uses: 3-Descyano-3-formyl Febuxostat is an impurity of Febuxostat (F229000), a xanthine oxidase/xanthine dehydrogenase inhibitor that is used for treating hyperuricemia and chronic gout.

Technology Process of 2-(3-Formyl-4-(2-methylpropoxy)phenyl)-4-methyl-5-thiazolecarboxylic acid

There total 7 articles about 2-(3-Formyl-4-(2-methylpropoxy)phenyl)-4-methyl-5-thiazolecarboxylic 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: 92.7%

2-[3-formyl-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide (1380049-42-2) → 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid (144060-62-8)

Guidance literature:

2-[3-formyl-4-(2-methylpropoxy)phenyl]-N,N-4-trimethylthiazole-5-carboxamide; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 25 - 60 ℃;

With hydrogenchloride; In water; at 20 - 30 ℃; pH=2;

Reference yield: 22.0%

ethyl 2-(4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate (144060-97-9) + dichloromethyl ether (20524-86-1) → ethyl 2-(3-α,α-dichloromethyl)-4-isobutyloxyphenyl)-4-methyl-5-thiazolecarboxylate + 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid (144060-62-8)

Guidance literature:

titanium tetrachloride; In dichloromethane;

Reference yield:

2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester (161798-03-4) → 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid (144060-62-8)

Guidance literature:

2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester; With water; sodium hydroxide; In methanol; at 75 ℃; for 0.5h;

With hydrogenchloride; In methanol; water; at 25 ℃; for 5h; pH=2 - 3;

upstream raw materials:

ethyl 2-(4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

dichloromethyl ether

2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate

Downstream raw materials:

2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid methylamine

2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid n-butylamine

febuxostat

2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester