2-Thiophenecarboxylic acid, 3-amino-5-[4-(trifluoromethyl)phenyl]-, methyl ester

Base Information

• Chemical Name: 2-Thiophenecarboxylic acid, 3-amino-5-[4-(trifluoromethyl)phenyl]-, methyl ester
• CAS No.: 150359-99-2
• Molecular Formula: C13H10F3NO2S
• Molecular Weight: 301.289
• Mol file: 150359-99-2.mol

Synonyms:

Chemical Property of 2-Thiophenecarboxylic acid, 3-amino-5-[4-(trifluoromethyl)phenyl]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Thiophenecarboxylic acid, 3-amino-5-[4-(trifluoromethyl)phenyl]-, methyl ester

There total 3 articles about 2-Thiophenecarboxylic acid, 3-amino-5-[4-(trifluoromethyl)phenyl]-, methyl 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:

(Z)-3-Chloro-3-(4-trifluoromethyl-phenyl)-acrylonitrile (909301-55-9) + Methyl thioglycolate (2365-48-2) → Methyl 3-amino-5-(4-(trifluoromethyl)phenyl)thiophene-2-carboxylate (150359-99-2)

Guidance literature:

With sodium methylate; In methanol; at 25 ℃; for 0.166667h;

DOI:10.1016/j.bmcl.2006.07.008

Reference yield:

1-(4-trifluoromethylphenyl)ethanone (709-63-7) + Methyl thioglycolate (2365-48-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → Methyl 3-amino-5-(4-(trifluoromethyl)phenyl)thiophene-2-carboxylate (150359-99-2)

Guidance literature:

1-(4-trifluoromethylphenyl)ethanone; N,N-dimethyl-formamide; With trichlorophosphate; at 20 ℃;

With hydroxylamine hydrochloride; at 0 - 100 ℃;

Methyl thioglycolate; With sodium methylate; In N,N-dimethyl-formamide; at 0 ℃; Further stages.;

DOI:10.1021/jm060572f

Reference yield:

1-(4-trifluoromethylphenyl)ethanone (709-63-7) → Methyl 3-amino-5-(4-(trifluoromethyl)phenyl)thiophene-2-carboxylate (150359-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: POCl₃ / 1 h / 0 °C

1.2: hydroxylamine hydrochloride / 1 h / 0 °C

2.1: NaOMe / methanol / 0.17 h / 25 °C

With sodium methylate; trichlorophosphate; In methanol;

DOI:10.1016/j.bmcl.2006.07.008

upstream raw materials:

(Z)-3-Chloro-3-(4-trifluoromethyl-phenyl)-acrylonitrile

Methyl thioglycolate

1-(4-trifluoromethylphenyl)ethanone

N,N-dimethyl-formamide

Downstream raw materials:

methyl 3-{[(1E)-(dimethylamino)methylidene]amino}-5-[4-(trifluoromethyl)phenyl]-2-thiophenecarboxylate

Refernces

• 1、 Hertzog, Donald L.,Al-Barazanji, Kamal A.,Bigham, Eric C.,Bishop, Michael J.,Britt, Christy S.,Carlton, David L.,Cooper, Joel P.,Daniels, Alex J.,Garrido, Dulce M.,Goetz, Aaron S.,Grizzle, Mary K.,Guo, Yu C.,Handlon, Anthony L.,Ignar, Diane M.,Morgan, Ronda O.,Peat, Andrew J.,Tavares, Francis X.,Zhou, Huiqiang. "The discovery and optimization of pyrimidinone-containing MCH R1 antagonists". . p. 4723 - 4727. Retrieved 2007/10/03.